Curriculum Vitae

Prof.Dr. Seif-Eldin N. Ayyad

Present address

Department of Chemistry Phone: 0500096687

Faculty of Science

King Abdulaziz University PO Box 80203

Jeddah 21589 E-mail snayyad2@yahoo.com

Saudi Arabia

Permanent address, Dept. of Chem., Dammietta Faculty of Science, Mansoura University, Mansoura, Egypt

Date of Birth May. 2, 1959

Place of Birth Dakahlia, Egypt

EDUCATION

B.Sc. 1981 Mansoura University, Faculty of Science, Department of Chemistry, Mansoura,

Egypt.

M. Sc. 1985 “Some Reactions on Unsaturated Keto Compounds.” Mansoura University,

Faculty of Science, Department of Chemistry, Mansoura, Egypt.

Ph. D. 1990 “Chemical Studies of the Egyptian Alga, Laurencia obtusa.” Mansoura University,

Faculty of Science,Department of Chemistry, Mansoura, Egypt

POSITIONS 2004- present Professor of organic chemistry (Natural products) Mansoura, University, Faculty

of Science, Department of Chemistry,

1997- 2004 Associate Professor, Mansoura University, Faculty of Science, Department of

Chemistry

1997- 1990 Lecturer, Mansoura University, Faculty of Science, Department of Chemistry

1990- 1985 Assistant lecturer, Mansoura University, Faculty of Science, Department of

Chemistry

1985- 1981 Demonstrator, Mansoura University, Faculty of Science, Department of Chemistry,

PUBLICATIONS

1- Rinng Expansion of Carbocyclic -Ketoester with Acetylenic Esters.

Abou-Elzahab, M. M.; Ayyad, S. N.; Zimaity, M. T.

Z. Naturforsch.(1986), 41b, 363.

Abstract

Cyclohexenonecarboxylate I (R = Ph, PhCH:CH; R1 = CO2Et) were treated with NaH and

then HC.tplbond.CCO2Et to give 60-65% oxocyclooctadienedicarboxylates II. Similar

treatment of oxobicyclooctadienecarboxylate III with NaH and MeO2CC.tplbond.CCO2Me

gave 70% the oxobicyclodecatrienetricarboxylate IV. In contrast, similar treatment of I (R

= PhCH:CH, R1 = H) with NaH and MeO2CC.tplbond.CCO2Me gave I (R = PhCH:CH, R1

=MeO2CH:CCO2Me), which underwent photochem. cyclization to give

tricyclooctanonedicarboxylate V. Other ring expansion reaction of I are also reported.

R1

R Ph

O

I

CO 2Et

R1

R

Ph

O

II

CO 2Et

Ph

PhO

III

CO 2 Me

CO 2 Me

CO 2 Et

Ph

PhO

IV

CO 2 Me

CH CHPh

O

CMeO 2

Ph V

2- Novel Heterocyclic System. Synthesis ofAzabicyclo[3.3.1]non-6-ene and Azabicyclo[4.3.1]

deca-7-ene Derivatives.

Abou-Elzahab, M. M.; Sarhan, A. A.; El-Agamey, A. A.; Ayyad, S. N.

Proc. 1st Chem. Conf., Fac. Sci. Mans. Univ. September (1986),24-26.

3- Three Halogenated Metabolites from Laurencia obtusa.

Ayyad, S. N.; Dawidar, A. M.; Dias H. W.; Howie, R. A.; JakupovicJ.; Thomson,R. H.

Phytochemistry (1990), 29, 3193.

Abstract

New chamigrenes, hurgadol(I) and -snyderyl acetate(II), and a new C15-cyclic ether-

enyne, hurgadenyne(III), have been isolated from L. obtusa. They were identified by

spectroscopic methods. A crystal structure was obtained for I.

CH 2

rB

Me

O H

MeCl

Me

I

CH

Br

OtE

Cl

II

CH 2

OAcMe

rB

CH 2

MeMe

III

4- Phytochemical Study of the Red Alga Laurencia obtusa Grown in Egypt.

Dawidar, A. M.; Ayyad, S. N.; Abdel-Mogib, M.

J.Pharm. Sci. (1992), 33,921.

Abstract

Ten natural products were isolated from L. obtusa (collected from Hurgada). Seven of these

are the known products n-heptadecane, obtusane, 3-bromo-8-epicaparrapi oxide, (E)-2-

tridecyl-2-heptadecenal, -snyderol, palmitic acid, and cholesterol. The 3 new compds.

were identified as hurgadenyne, -snyderyl acetate, and hurgadol.

5- Lactones from Pituranthos tortusus.

Abdel-Mogib, M.; Ayyad, S. N.;Metwally, M. A.; Dawidar, A. M.

Pak. J. Sci. Ind. Res.(1992), 35, 93.

Abstract

Ligustilide, ligusticumbisabolene, and myristicin were isolated from the aerial parts of

Piturantho. tortusus.

6- A Sesquiterpene Glucoside from Reichardia tingitana.

Abdel-Mogib, M.; Ayyad, S. N.; Abou-Elzahab, M. M.; Dawidar, A.M.

Phytochemistry (1993), 34, 1434-1435.

Abstract

R. tingitana var. orientalis afforded, in addn. to lupeol, taraxasterol, and the corresponding

acetates, three sesquiterpene lactones of the guaianolide type including a new glucoside.

The structures were elucidated by spectral methods.

7- Synthetic approaches to some new fluorescent dyestuffs for synthetic polymer fibers.

Synthesis of new 2-(4'-hetarylphenyl)-1,2,3-triazolo(4,5-b)pyrido(1',2'-a)-

benzimidazoles,

Girges, M. M.; Hanna, M. A.; Ayyad, S. N.

Presented in the Eighth European Symposium on Organic Chem. (ESOC 8),Barcelona,

Spain, (1993) August 29 - September 3.

Pigment & Resin Technology (1995), 24(2), 9-12

Abstract

Triazolo[4,5-b]pyrido[1,2-a]benzimidazole derivs. contg. oxazole, 1,2,4-triazole, and

imidazole groups were prepd. as fluorescent brightening agents.

8- Triterpenes from Euphorbia retusa.

Ayyad, S. N.

Alex. J. Pharm. Sci.(1994), 8, 23.

Abstract

Phytochem. study of the E. retusa resulted in the isolation and identification of 4 triterpenes:

erythrodiol, uvaol, betulin, and 24-methylene-9, 19-cyclolanostan-3-yl palmitate (I). I

was isolated for the 1st time from this species. Identification of the isolated compds. was

established by spectral methods.

Me

Me

MeMe

CH(Me)(CH 2 )2 C(=CH 2 )CHMe 2

COOMe(CH 2 )14

I

9- A Sesquiterpene Ether from Laurencia obtusa.

Ayyad,S.N.; Jakupovic, J.; Abdel-Mogib, M.

Phytochemistry (1994),36, 1077-1078

Abstract

A new sesquiterpene ether, dactyloxene D (I), was isolated from Laurencia obtusa. The

structure was identified by spectroscopic methods and stereochem. was established by NOE

difference spectroscopy.

O Me

CH CH 2

MeMe

CH 2H

I

10-Epoxidation of the Natural b-Snyderol to Potential Alkylating Agents of DNA,

Ayyad, S. N.; Waly, M. A.; Girges, M. M.

Pharmazie (1994), 49, 534-535.

Abstract

Epoxidn. of the title compd. I by 3-ClC6H4C(O)OOH in CH2Cl2 gave 20% of the known

E- and Z-epoxides and 30% monoepoxide II.

CH 2

OHMMeM

B

CH 2

ee

r

I

11- Caulerpin: An Antitumor Indole Alkaloid from Caulerpa racemosa.

Ayyad, S. N.; Badria, F. A.

Alex. J. Pharm. Sci. (1994), 8, 217.

Abstract

The presence of an antitumor compd. has been revealed in the ethanolic ext. of Caulerpa

racemosa collected from Hurghada, Egypt. The physicochem. study (IR, MS, 1H- and 13C-

NMR) resulted in full assignment of the antitumor compd. as caulerpin (I). I exhibited a

moderate in-vitro antitumor activity against crown gall tumor.

12- Constituents of Onopordon alexandrinum.

Ayyad, S. N.; Hanna, M. A.; Abdel-Mogib, M.

Egypt. J. Pharm. Sci. (1994), 35, 553.

Abstract

Constituents of O. alexandrinum were extd., de-fatted and analyzed using column

chromatog. to give taraxasterol, lupeol, -sitosterol, stigmasterol, scutellarein 4'-Me ether

and takakin. The structure of the hitherto isolated products were inferred by high-field 1H-

NMR spectroscopy.

13- Synthetic Approaches to Some New Sulfur-Containing Heterocycles of Anticipated

immunosuppressive Activity.

Girges, M. M.; Hanna, M. A.; Ayyad, S. N.

Phosphorous, Sulfur, Silicon Related Elements (1995), 104, 5-13.

Abstract

Several new isolated or fused heterocyclic ring systems, e.g., I, that accommodate the

isothioureido functionality, often assocd. with immunosuppressive activity, were

synthesized for possible use as immunosuppressive agents. Prepn. of these anchored

heterocycles was achieved via a multi-step synthesis starting with the key intermediate

thiazolyl thiourea deriv. II. Structure of the newly synthesized products was confirmed

using both of elemental and spectral analyses. Test data were given for the prepd.

heterocycles as immunosuppressive and antimicrobial agents.

N

N

S

N

N

N

O

O

Me

SH

Me

Ph

S

N

N NH 2

S

HI II

14- Synthesis of 4H-Naphtho(1,2-b)pyrans, Benzocoumarins, 4H-Naphtho (2,1-b:6,5-b)

pyrans,4H-Naphtho(1,2-b:3,4-b) Dipyrans and Pyridine Derivatives.

El-Taweel, F. M.; Ayyad, S. N.; El-Agamey, A. A.; Sowellim, S. Z.

Anal. Quim. (1995), 91, 589-593.

Abstract

The reaction of (phenylmethylene)propanedinitriles with 1,6-naphthalenediol gave

enaminonaphthopyrans I (R = H, OMe, Cl). The reaction of (arylidene)cyanoacetate with

1,6-naphthalenediol gave benzocoumarins. The naphthodipyrans such as II (X = cyano,

ethoxycarbonyl; R = H, OMe, Cl) were also prepd.

OCN

NH 2

OH R

OX

NH 2

RO

RX

NH 2

I

II

15- Reaction on Activated Nitriles: Routes for Synthesis of Some New Fused Heterocycles

Containing Nitrogen.

Ayyad, S. N.; El-Taweel, F. M.; Sofan, M. A.; Abu El-Maati, T. M. El-Agamy, A. G.

Anal. Quim. (1995), 91, 711-715.

16- A Novel Synthesis of the Imidazo[4,5-d]azepine Ring System.

Waly, M. A.; Said, S. B.; Ayyad, S. N.

Polish J. Chem. (1996), 70, 296-301.

Abstract

A novel synthesis of imidazo[4,5-d]azepine I from -diketone was described. The starting

materials N-(3-ethoxy-3-oxopropyl)-N-(phenylmethyl)--alanine Et ester or 3,3'-

[(phenylmethyl)imino]bis[propanenitrile] were converted to I. Furthermore, tetrahydro-1-

(phenylmethyl)-1H-azepine-4,5-dione was also converted to I by condensation with S-

methylisothiourea sulfate.

N

N

NH

SMe

PhCH 2

I

17- Reaction of 1,3-Dicarbonyl Compounds with Nitriles: Synthesis of Pyrazolo [1,5-c]-

1,2,4-Triazines, Pyridines, 4H-Pyrans and 4H-Indeno[1,2-b]Pyran Derivatives

Seif-Eldin N. Ayyad, Fathy M. A. El-Taweel and Ahmed i. Osman

Alex. J. Pharm. Sci., (1995), 9(3), 217-220.

Abstract

Several new pyrazolopyridotriazines, pyridines, 4H-pyran and H-indeno[1,2-b]pyran derivs.

were prepd. from -dicarbonyl compds. MeCOCH2CONHAr (Ar = Ph, C6H4OMe-4),

indane-1,3-dione and ylidenes R1CR:C(CN)CN (R1 = Ph, C6H4Cl-4, C6H4OMe-4, 2-

thienyl; R = H, Me) as starting materials.

18- Photooxygenation Reactions of Natural Piperine.

Ayyad, S. N.; Elgendy E. M.

Heterocyclic Comm. (1998), 4, 449-450.

Abstract

The natural piperine was photooxygenated using Tungsten-halogen lamp to give 1N-

piperidino-1-oxo-5-(3'-formatyl-4'-hydroperoxyl phenyl)-2,4-pentadiene (I) and 1-N-

piperidino-1-oxo-5-(4'-formatyl-3'-hydroperoxyl phenyl)-2,4-pentadiene (II), whereas, if the

reaction was carried out using sodium lamp a mixt. of I and II in addn. to a cyclicperoxide

deriv. was obtained.

19- Inhibitory Effects of Extracts from the Marine Alga,Caulerpa Taxifolia, and of Toxins from

Caulerpa Racemosa on Multixenobiotic Resistance in the Marine Sponge, Geodia

Cydonium.

Schroder, H. C.; Badria, F. A.; Ayyad, S. N.; Batel, R.; Wiens, M.; Hassanein, H. M. A.;

Kurelec, B.; Muller, W. E. G.

Env. Tox. Pharm. (1998), 5, 119-126.Abstract

The invasive growth of the introduced green alga Caulerpa taxifolia, already affecting the

richness and diversity of the littoral ecosystems, has become a major ecol. problem in the

Mediterranean Sea. Previously, the authors demonstrated that the water pollutant tributyltin

induces apoptosis in tissue of the marine sponge Geodia cydonium at concns. of 3 M and

higher. Here the authors show that exposure of G. cydonium to low (non-toxic) concns. of

Caulerpa ext. or purified caulerpin (10 g/mL) together with low doses of tributyltin (1 M;

non-toxic), results in a strong apoptotic effect. Evidence is presented that the enhancement

of toxicity of tributyltin by Caulerpa ext. is at least partially caused by inhibition of the

multixenobiotic resistance (MXR) pump by the algal toxin. Caulerpa ext., as well as

caulerpin, strongly enhance the accumulation of the text substrate of MXR, rhodamine B, in

the gills of the mussel Dreissena polymorpha, used as a model system for testing MXR-

inhibiting potential.

20- Development of Synergistic NMR and Molecular Mechanics Strategies for Determining

Natural Product Stereochemistry.

Hoye, T. R.; Ayyad, S.N.; Judd, A. S.; Koltun, D. O.; Renner, M. K.

Pure Appl. Chem. (1998), 70, 2134-2134.

21-New antitumor agents: Structure and synthesis studies.

Hoye, Thomas R.; Ayyad, Seif-Eldin N.; Judd, Andrew S.; Shier, W. Thomas

Book of Abstracts, 216th ACS National Meeting, Boston, August 23-27 (1998

Abstract

Two isomeric 4-methylene-2-cyclohexenones sharing constitution 1 have been isolated from

Ottelia alismoides, a water lilly growing in the delta region of the Nile River. Each shows

impressive in vitro antitumor potency and selectivity profiles. Through a parallel set of nmr

and computational studies, the relative configurations of the two isomers have been

deduced. This has encouraged synthesis efforts. Details of the structure detn. and progress

with the synthesis will be presented.

22- Otteliones A and B:Potently Cytotoxic 4-Methylene-2 cyclohexenones from Ottelia

alismoides.

Ayyad, S. N.; Judd, A. S.; Shier, W. T.; Hoye, T. R.

J. Org. Chem. (1998), 63, 8102-8106.

Abstract

Two diastereomeric 4-methylene-2-cyclohexenones, otteliones A and B (I), have been

isolated from the freshwater plant Ottelia alismoides collected in the Nile Delta, Egypt. I

show remarkable in vitro cytotoxicity against various cancer cell lines. Ottelione B proved

to have a constitution identical to that of the known (constitution only) ottelione A. The

relative configurations of I were studied by NOE and by the combination of mol. modeling

and 1H NMR coupling const. anal. A unique relative configurational assignment

( was deduced for ottelione B; ottelione A was assigned one of two

alternative diastereomers

CH 2

O

H

H

CH 2

OH

OMeI

23- Cytotoxic Bicyclic Diterpenes from the Brown Alga Sargassum crispum.

Ayyad, S.N.; Slama, O.M.; MoKhtar, A. H.; Anter, A.F.

Boll. Chim. Farmac. (2001), 140, 155-159.

Abstract

Study of the brown alga Sargassum crispum collected from Red Sea resulted in the isolation

of a new diterpene with a hydroazulene skeleton, Sargassinone, some fatty acid Et esters and

some fatty acids. The identification of the isolated metabolites was established mainly by

spectral methods and chem. transformation of sargassinone to its acetate. The two new

diterpenes exhibited substantial cytotoxic activities, as indicated by their IC50 values at the

dose of 10 g/mL or less.

24- A New Cytotoxic Stigmastane Steroid from Pistia stratiotes,

Ayyad,S.N.

Pharmazie (2001), 56, 212-214

Abstract

A new cytotoxic stigmastane, 7-hydroxy-4,22-stigmastadien-3-one (I), together with two

known cytotoxic stigmastanes and a norisoprenoid, have been isolated from the aquatic

plant pistia stratiotes. The structure detn. was accomplished by spectroscopic methods.

Me

Me

C

H 3C CHCH

CCH CH 3

CH 3

EtHH

H

HH

H

O OH I

25-Toward Computing Relative Configurations:16-epi-Latrunculin B, a New Stereoisomer of

the

ctin Polymerization Inhibitor, Latrunculin B.

Hoye, T. R.; Ayyad, S. N.; Eklov, B. M.; Hashish, N. E.; Shier, W. T.; El Sayed, K. A.;

Hamann, M. T.

J. Am. Chem. Soc. (2002), 124, 7405-7410.

Abstract

The title compd., 16-epi-latrunculin B (I), has been isolated from the sponge Negombata

magnifica collected from the Red Sea near Hurghada, Egypt. This new natural product was

detd. to be an epimer of latrunculin B (II), which was found in the same sponge collection.

The structure of I was initially deduced from proton and carbon NMR chem. shift trends and

proton-proton nuclear Overhauser effect expts. The cytotoxicity (murine tumor and normal

cell lines) and antiviral (HSV-1) properties of I and II were detd. A computational study

applicable to this class of stereochem. problems was then investigated. Specifically, the

complete set of vicinal and allylic coupling consts. was calcd. for each of the four

diastereomers whose configurations differed at C(8) and C(16). These computed J's were

then compared with the exptl. J values (28 in no.) detd. for I and II. This anal. resulted in

the same assignment of relative configuration for compd. I reached using the more classical

methods. The validity of the method is established by the fact that the 28 computed

coupling consts. for (known) II and (newly detd.) I varied from the exptl. J values with an

av. of just 0.57 and 0.53 Hz, resp. This strategy represents a general, powerful, and readily

adoptable tool for detg. the relative configuration of complex mols.

OMe

Me

O

O

S

HN

HO H

O I

26- NMR Application of Mosher’s Method: The absolute configurations of FucoXanthin from

Turbinaria triquatra

Ayyad,S. N. ; Diab, M.

Alex. J. Pharm. Sci. (2002), 16, 27-30

Abstract

Recent investigations on the constituents of the marine brown alga Turbinaria triquatra have

led to the isolation of fucosterol and fucoxanthin. The abs. configuration of the secondary

alc. in fucoxanthin was deduced by 1H-NMR anal. of Mosher ester derivs. Structure detn.

of these compds. was accomplished by spectroscopic methods. Cytotoxicity of the ext. was

assayed against NINH3T3 fibroblast and KA3IT cancer mouse cell lines.

27- Isolation and Structure of Biologically Active Glycosphingolipids from the marine Sponge

Haliclona species.

Seif-Eldin N. Ayyad.

8th IBN SINA International conference, (2002), February 16-19.

Mansoura Science Bulletin, A: Chemistry (2004), 31(1), 115-124.

Abstract

A new cytotoxic glycosphingolipid, haliclonacerebroside (I), together with the known

carotenoid, zeaxanthin, and the known nucleoside, thymidine, were isolated from the marine

sponge Haliclona. The structure of each isolated compd. has been detd. on the basis of

spectroscopic and chem. evidence.

CH 2

O

OH

OHOH

HOO

NH

OH

CH 2

CO

OH

CH 2 CH 2 Me

Me

CH 2 Me

22

5

I

28- Cytotoxic Bicyclic Diterpenes from the Brown Alga Cystosira myrica.

Ayyad, S. N.; Abdel-Halim, O. B.; Shier, W. T.; Hoye,T. R.

Zeitschrift fur Naturforchung, (2003),58c, 33-38

Abstract

Cytotoxicity-guided fractionation of the alc. ext. of the brown alga Cystoseira myrica

afforded four new cytotoxic hydroazulene diterpenes, dictyone acetate (I), dictyol F

monoacetate (II), isodictytriol monoacetate (III), and cystoseirol monoacetate (IV), together

with two known cytotoxic hydroazulene diterpenes, pachydictyol A and dictyone. The

constitution of each isolated compd. has been detd. on the basis of spectroscopic and chem.

evidence. The compds. were assayed against a normal fibroblast cell line and 2 virally

transformed forms.

CH 2H

HMeCH

H

AcO CH 2 CH 2 CO Pr-i

Me

CH 2H

HMe

CH

H

AcO CH 2 CH 2 CH Me

Me

OH

CH 2H

HMe

CH

H

AcO CH 2 CH 2 CH

Me

CH 2H

HMe

CH

H

AcO CH 2 CH 2 CH

Me

OH OH

Me

Me

HO OH OH

Me

Me

I

IV

III

II

29- The Structural Determination of A New steroidal Metabolite from the Brown Alga

Sargassum asperifolium

Ayyad, S. N. ; Sowellim, S. Z.; El-Hosini, M.S.; Abo-Atia, A.

Zeitschrift fur Naturforchung, (2003), 58c, 333-336.

Abstract

An investigation of the natural products chem. of the brown alga S. asperfolium from the

Red Sea yielded a new steroidal metabolite, saringosterone (I), known steroidal metabolite

saringosterol, and a known diterpene with a hydroazulene skeleton, dictyone. The

identification of the isolated metabolites was established mainly by spectral methods and

chem. transformation of the dictyone to its acetate.

Me

Me

Me Me

Me

H

H H

H

O

CH 2

OH

I

30- Cytotoxic Metabolites, New Plakortide, Bicyclic Lactone and Cyclic Peroxides from the

Marine Sponge Plakortis

T. R. Hoye, S. N. Ayyad, M, Abo-Elkarm and M. T. Hamann.

7th International Conference on Chemistry and its Role in Development. (2003),

April 14-17.

Mansoura Science Bulletin, A: Chemistry (2003), 30(2), 149-156

Abstract

As part of a program to discover new drugs for the treatment of tropical diseases, we use the

bioassay-guided fractionation of the ext. of Jamaican Sponge Plakortis followed by

preparative TLC and HPLC yielded several known and novel compd. (I). The structures of

these compds. were elucidated by interpretation of spectroscopic data. These natural

products show remarkable in vitro cytotoxicity against various cancer cell lines.

O

Et Me

HC

CO OMe

CH 2CH

CH

Et

CH Et

I

31- Sensitivity of Human breast Carcinoma Cells to Ottelione A and its analogues.

J. L. Dechaine, H. j. Lewis, S. N. Ayyad, T. R. Hoye, L. Sreerama.

Abstracts of Papers, 225th ACS National meeting, new Orleans, LA, United States,

(2003), March 23-27.

Abstract

Two diastereomeric 4-methylene-2-cyclohexenones, viz. otteliones A and B, have been

isolated from a freshwater plant Ottelia alismoides and found to inhibit cell growth at

nanomolar concns. Ottelione A has been shown to inhibit tubulin polymn.; accordingly

exerts its cytotoxicity via apoptosis. We now report prepns. of several analogs of ottelione

A and their cytotoxicities. Cytotoxicity was tested using a panel of 8 human breast

carcinoma cell lines (24 h continuous exposure) and a colony-forming assay. The cell lines

exhibit differential cellular sensitivity to these compds., e.g., the LC50 values for ottelione

A were 25-50 nM; O-methylottelione A were 50-200 nM and otteliol A were 75-3000 nM.

Ottelione A was found to be the most toxic and the modifications introduced on it led to

decreased cellular sensitivity irresp. of the cell line tested.

32- Humulene Sesquiterpene Lactones from Asteriscus schimperi

A. M. Dawidar, S. N. Ayyad, M. Abdel-Mogib and W. M. Alarif

J. Saudi Chem. Soc., (2005), 9 (1), 137-142.Abstract

Asteriscus schimperi is a rarely distributed species, belongs to the family Compositae. This

species has not been previously investigated for natural products. In this article we report

the isolation and structure elucidation of two bisabolone sesquiterpenes and four humulene

sesquiterpene lactones. The bisabolone derivs. are bisabola-2,10-dien-1-one 1 and 6-

hydroxybisabola-2,10-dien-1-one 2, while the humulene derivs. are 9-oxohumula-4-en-6,15-

olide 3, 9-oxohumula-4,7(E)-dien-6,15-olide 4, 9-oxohumula-1(10)(Z),4,7(E)-trien-6,15-

olide 5, and 9-oxohumula-1(10)(E),4,7(E)-trien-6,15-olide 6. The humulene sesquiterpene

lactone 4 is a new one since it has not been previously isolated from any natural source. The

structure elucidation of the isolated compds. is based on spectral anal.

33- Four pyrrole Alkaloids from Marin Spong Axinella carteri

S. A. Basaif,* N. E. Hashish# and S. N. Ayyad*

J. Saudi Chem. Soc., (2005), 9 (3), 683-686

Abstract

Study of the marin sponge Axinella carteri collected from Red Sea in Jeddah, Saudi Arabia

resulted in the isolation of four pyrrole alkaloids with pyrololactams skeleton. Compounds 3

and 4 have not been previously published from this species. The identification of the isolated

metabolites was established mainly by 1H, 13C-NMR and HRMS spectra.

34- Structure of New Sphingolipids from the Marine Sponge Haliclona Species.

S. O. S. Bahaffi* N. E. Hashish# and S. N. Ayyad*

Natural Product Research (2007), gall proof 15-11-2007

Abstract

In a continuation of study the marine sponge Haliclona species we isolate a new cytotoxic

four-component mixture of sphingolipids, (1a-d) and a known haliclonacerebroside (2).

Methanolysis the sphingolipids 1a-d and haliclonacerebroside 2 in methanol to produce the

fatty acid methyl ester (FAM) and using the GC/MS to determined the length of the fatty

acid methyl ester. Also the structure of each isolated compound has been determined on the

basis of spectroscopic data and chemical evidence.

35- NEW NIMBOLININ AND MELIACARPIN DERIVATIVES FROMMELIA

AZEDARACH.

S. N. AYYAD1, T. H. Hoye2, L. Sreerama3, A. M. DAWIDAR4, W. M. ALARIF4, and M.

ABDEL-MOGIB4

Abstract

 Revista Latinoamericana de Quيmica (2008), in prees

From the MeOH/CHCl3 extract of the fruits of Melia azedarach four nimbolinin

derivatives and one meliacarpin were isolated. The meliacarpin derivative, 11-α-

hydroxy-1-cinnamoyl-3-feruloyl-meliacarpin, 1, was proved to be cytotoxic against

human tumor cell line [LC50 = 1.75 μM and LC90 = 9.5 μM] in MCF-7 (human breast

carcinoma). The nimbolinin derivatives are nimbolinin B, 2; 12-O-methylnimbolinin

B, 3; nimbolinin A, 4 and 12-O-methylnimbolinin A, 5. Compounds 1, 3 and 5 are

new natural products. From the MeOH/H2O extract of the fresh root barks

azedarachol and 4'-O-methylepicatechin were isolated. The isolated compounds were

identified by spectral tools (1H, 13C-NMR, EI-MS, HRFAB-MS, IR).

36- Vincamine and 14-Epivincamine Indole Alkaloids from Ambelania occidentalis Al-

Saggaf, A. T., Ayyad, S. N.*, Basaif, S. A.

TAIBAH INTERNATIONAL CHEMISTRY CONFERENCE – 2009 March 23-25 (2009) reference

POST 625

Abstract

Two indole alkaloids, Vincamine 1 and 14-Epivincamine 2 were isolated here for the first

time from the Ambelania occidentalis. The structures of these compounds were elucidated

by one and two dimension NMR, MS spectroscopy.

37- Structural Elucidation of New C15 Acetogenins Isolated from Red Alga Laurencia

Obtuse collected from the Saudi Arabia red sea cost

Seif-Eldin N. Ayyad*; Khalid O. Al-Footy; Salim A. Basaif, Amani Y. Al Halwani

TAIBAH INTERNATIONAL CHEMISTRY CONFERENCE – 2009 March 23-25 (2009) reference

POST 629

ABSTRACT

The Red Algae Laurencia Obtusa from genus Laurencia (Ceramiales,

Rhodomelaceae) have been established a rich source of secondary

metabolites halogenated terpenes and C15 acetogenins ( cyclic ether eyenes).

Moreover a number of halogenated metabolites have been shown to possess

antibacterial, antifungal, insecticidal activities, as well as worth noting

cytotoxicity against mammalian cells.

In this work we study the isolation, purification and structure elucidation of

the pet-ether fraction. The crude was chromatographed by column

chromatography over aluminum oxide followed by preparative TLC to reach

a pure six compounds. These compounds have been elucidated by GCMS,

1D and 2D NMR. Three of these compounds are new and identified as Cis

Laurencyne A (3), Cis Laurencyne B (4) and Trans Laurencyne C (6). The

other three compounds are known and identified as 2,10-dibromo-3-chloro-

a-Chamigrene (1), Cis-Maneonene-A (2) and cholesterol (5).

Two of these compounds 3 and 4 showed Antibacterial against some of

Bacterial.