Haas DM, Ramsey PS

A Division of the American Chemical Society

Searching the CA andCAplus Files with theEnhanced CAS Role

Indicators

Searching the CA andCAplus Files with theEnhanced CAS Role

Indicators

Eva M. HedrickMaria G.V. RosenthalSandra L. Augustine

Eva M. HedrickMaria G.V. RosenthalSandra L. Augustine


The CAS Roles were firstintroduced in 1994

The CAS Roles were firstintroduced in 1994

■ Powerful CAS indexing terms thatenable you to search for preciseinformation on substances

■ Assigned to every indexedsubstance and to controlled indexterms for classes of compounds


Now, CAS Roles havebeen improved

Now, CAS Roles havebeen improved

■ Result of two-year projectduring which we askedcustomers what changes theywould like to see

■ Focused on new directions inscience

■ Validated proposals withcustomers


Some of theenhancements are...

Some of theenhancements are...

■ Combinatorial Roles■ More specific biological

Roles■ More specific process

Roles■ Reagent Roles


What about the Roles inpre-2002 CA/CAplus?

What about the Roles inpre-2002 CA/CAplus?

■ Back file will be updated in

phases

■ More information will be

available later this year


Benefits of enhancedRole Indicators

Benefits of enhancedRole Indicators

■ New Roles forcombinatorial chemistrysimplify searching

■ New process Roles makesearching more precise

■ New biological Roles makesearching more convenientand comprehensive


The new combinatorialRoles simplify searchingThe new combinatorial

Roles simplify searchingNew super Role

CMBI CombinatorialStudy• CPN Combinatorial

Preparation• CRT Combinatorial

reactant• CRG Combinatorial

reagent• CUS Combinatorial

use• CST Combinatorial

Study, Unclassified


Let’s look at an exampleLet’s look at an example■ Vancomycin

– the prototypical member of the glycopeptide family of antibiotics– clinically used antibiotic employed against a variety of drug-

resistant bacterial strains including methicillin-resistantStaphylococcus aureus (MRSA).

■ The recent emergence of vancomycin resistance, isviewed as a growing threat to public health.

■ Are there any recent combinatorial studies aimed atrestoring the potency of this important antibioticthrough chemical manipulation of the vancomycinstructure?


Use the new CMBI Role for easilylocating all combinatorial studiesUse the new CMBI Role for easilylocating all combinatorial studies

=> FILE REG

=> S VANCOMYCIN/CN

L1 1 VANCOMYCIN/CN

=> FILE CAPLUS

=> S (L1 OR L1/D) (L) CMBI/RL4084 L1107 L1/D202 CMBI/RL

L2 1 (L1 OR L1/D) (L) CMBI/RL


The title confirms that this iswhat we are looking for

The title confirms that this iswhat we are looking for

=> D BIB ABS HIT

L2 ANSWER 1 OF 1 CAPLUS COPYRIGHT 2002 ACS

AN 2001:689112 CAPLUS Full-text

DN 136:70060

TI Synthesis and biological evaluation of vancomycindimers with potent activity against vancomycin-resistant bacteria: target-accelerated combinatorialsynthesis

AU Nicolaou, K. C.; Hughes, Robert; Cho, Suk Young;Winssinger, Nicolas; Labischinski, Harald; Endermann,Rainer

CS Department of Chemistry and The Skaggs Institute forChemical Biology, The Scripps Research Institute, LaJolla, CA, 92037, USA

SO Chemistry--A European Journal (2001), 7(17), 3824-3843

CODEN: CEUJED; ISSN: 0947-6539

PB Wiley-VCH Verlag GmbH

DT Journal

LA English

o o o


This article has a lot of citations thatrepresent potentially related articlesThis article has a lot of citations thatrepresent potentially related articles

o o o

AB Based on the notion that dimerization and/or variationof amino acid 1 of vancomycin could potentially enhancebiol. activity, a series of synthetic and chem.. biol.studies were undertaken in order to discover potentantibacterial agents. We describe two ligation methods(disulfide formation and olefin metathesis) fordimerizing vancomycin derivs. and applications oftarget-accelerated combinatorial synthesis (e.g.,combinatorial synthesis in the presence of vancomycin'starget Ac2-L-Lys-D-Ala-D-Ala) to generate libraries ofvancomycin dimers. Screening of these compound librariesled to the identification of a number of highly potentantibiotics effective against vancomycin-susceptible,vancomycin-intermediate resistant and, mostsignificantly, vancomycin-resistant bacteria.

RE.CNT 66 THERE ARE 66 CITED REFERENCES AVAILABLEFOR THIS RECORD ALL CITATIONS AVAILABLE IN THE REFORMAT


These derivatives are potentialcandidates for further study as new

drugs...

These derivatives are potentialcandidates for further study as new

drugs...o o o

IT 1404-90-6DP, Vancomycin, dimeric derivs. 321361-73-3P

321361-77-7P 321361-81-3P 383185-34-0P 383185-37-3P

383383-25-3P

RL: CPN (Combinatorial preparation); PAC

(Pharmacological activity); SPN (Synthetic preparation);

BIOL (Biological study); CMBI (Combinatorial study);

PREP (Preparation)

(synthesis and biol. evaluation of vancomycin

dimers with potent activity against vancomycin-

resistant bacteria, including target-accelerated

combinatorial synthesis)


Without this Role, strategiesare more complex

Without this Role, strategiesare more complex

■ Before the introduction of the newvalued-added combinatorial roles,it was necessary to includenumerous terms in the strategy

=> S (COMBINATORIAL OR (SPATIAL? (2A) ADDRESS?)OR ((CONCURRENT OR PARALLEL OR SPLIT ORSIMULTANEOUS) (2W) SYNTHE?) OR (SYNTHETIC(1W) LIBRAR?) OR (SYNTHETIC (2W) DIVERS?) ORDIVERSOMER? OR COMBICHEM?) OR ( (POLYMER ORRESIN OR SOLID) (W) (SUPPORT? OR BOUND ORPHASE))


The new process Roles makesearching more precise

The new process Roles makesearching more precise

■ CPS ChemicalProcess

■ EPREngineeringProcess

■ PYP PhysicalProcess


Let’s look at the value of oneof the new process Roles

Let’s look at the value of oneof the new process Roles

■ I am specifically interested inprocess engineering studies forindustrial scale separation ofenantiomers.

■ Can the new roles help?


Start with a naturallanguage search

Start with a naturallanguage search

=> FILE CAPLUS

=> S (RESOLUTION OR SEPARATION) AND ENANTIOMER

77006 RESOLUTION

831 RESOLUTIONS

O O O

514324 SEPARATION

(SEPARATION OR SEPN)

18336 ENANTIOMER

19852 ENANTIOMERS

28986 ENANTIOMER

(ENANTIOMER OR ENANTIOMERS)

L1 10974 (RESOLUTION OR SEPARATION) ANDENANTIOMER


Even though we cannot specifya specific class or substance forthis search, we can add a Role to

our strategy

Even though we cannot specifya specific class or substance forthis search, we can add a Role to

our strategy

=> S L1 AND EPR/RL

1778 EPR/RL

L2 2 L1 AND EPR/RL


Both answers are right ontarget!


=> D 1-2 BIB ABS HITIND



DN 136:104180

TI Electrodialysis System for Large-Scale Enantiomer

Separation

AU van der Ent, Ed M.; Thielen, Tom P. H.; Stuart,

Martien A. Cohen; van der Padt, Albert;

Keurentjes, Jos T. F.

o o o

AB A system was developed for large-scale

enantiomer sepns that can be regarded as the

scale-up of a capillary electrophoresis system.

o o o






DN 136:87457

TI Modelling multiple chemical equilibria in chiralpartition systems

AU Koska, J.; Haynes, C. A.

o o o

AB Ligand-exchange chiral extn. (LEXCEX) technol. Forlarge-scale continuous resolution of enantiomersof amino acids and chiral therapeutics and drugprecursors was studied. LEXCEX is based on the

o o o

IT Ligands

RL: EPR (Engineering process); NUU (Other use,unclassified); PEP (Physical, engineering or


Specific new biological Rolesmake searching more convenient

and comprehensive

Specific new biological Rolesmake searching more convenient

and comprehensive

■ COS Cosmetic Use■ DMA Drug Mechanism of Action■ NPO Natural Product Occurrence■ PAC Pharmacological Activity■ PKT Pharmacokinetics■ BCP Biochemical Process


Let‘s look at an example of how touse the new “cosmetic” Role

Let‘s look at an example of how touse the new “cosmetic” Role

■ Titanium dioxide, CAS RN 13463-67-7, is used in many applicationsfrom paints to fillers in plastics.

■ I am only interested in the use ofTiO2 in cosmetics, but I don’t wantto restrict myself to any specificcosmetic application.


We search with the CAS RegistryNumber and the Role and

retrieve 55 answers

We search with the CAS RegistryNumber and the Role and

retrieve 55 answers=> FILE HCAPLUS

=> SET RANGE=2002,

SET COMMAND COMPLETED

=> S 13463-67-7 (L) COS/RL

REG1stRY INITIATED

o o o

L2 1296 L1

875 COS/RL

L3 55 L2 (L) COS/RL


If we search on the genericcosmetic search term in the basic

index, we get fewer answers

If we search on the genericcosmetic search term in the basic

index, we get fewer answers

=> S 13463-67-7 (L) COS?

REG1stRY INITIATED

Substance data SEARCH and crossover from CASREGISTRY in progress...

Use DISPLAY HITSTR (or FHITSTR) to directly viewretrieved structures.

L5 1296 L4

7527 COS?

L6 31 L5 (L) COS?


Answers from COS/RL searchinclude all cosmetic applications


=> D SCAN L3 TI HIT

L3 55 ANSWERS HCAPLUS COPYRIGHT 2002 ACS

TI Methods of enhancing delivery of oil-solubleskin care actives using silicones

IT 58-95-7, Vitamin E acetate 68-26-8, Retinol

o o o

13463-67-7, Titanium dioxide, biological

studies 23089-26-1, (-)-αααα-Bisabololo o o

RL: COS (Cosmetic use); BIOL (Biological study);USES (Uses)

(cosmetic emulsions containing silicone

elastomers for enhancement of delivery ofoil-soluble skin care actives)

HOW MANY MORE ANSWERS DO YOU WISH TO SCAN? (1):2





TI Visualization of sunscreen agents on the

skin by using effect pigments

IT 1314-13-2, Zinc oxide, biological studies

13463-67-7, Eusolex T2000, biological

studies

o o o

RL: BIOL (Biological study); USES (Uses)

(visualization of on skin by using effect

pigments)

o o o





TI Transfer-resistant makeup removing compositions

containing a silicone elastomer

IT 50-70-4, Sorbitol, biological studies 50-70-4D,

o o o

13463-67-7, Titanium dioxide, biological studies

RL: COS (Cosmetic use); BIOL (Biological study);

USES (Uses)

(transfer-resistant makeup removing compns.

containing silicone elastomer)


New CAS Role Indicatorsmake searching

New CAS Role Indicatorsmake searching


http://www.rollsroycemotorcars.co.uk/rolls-royce/picture_gallery/rolls-royce_3.jpg

In fact, one of our customerscalled the new Roles “Rolls

Royce”

In fact, one of our customerscalled the new Roles “Rolls

Royce”


AcknowledgmentsAcknowledgments

■ Mark Prince, Ph.D.

■ Ken Ostrum, Ph.D. (a.k.a. “Dr. O”)


If you’d like moreinformation, the Quick

Reference Card for CASRoles is available in the

back of the room

If you’d like moreinformation, the Quick

Reference Card for CASRoles is available in the

back of the room

Documents

Haas DM, Ramsey PS