소장자료
LDR | 02573nam 2200493 4500 | ||
001 | 0100802920▲ | ||
005 | 20240325095309▲ | ||
006 | m o d ▲ | ||
007 | cr#unu||||||||▲ | ||
008 | 240116s2024 us |||||||||||||||c||eng d▲ | ||
020 | ▼a9798379779207▲ | ||
035 | ▼a(MiAaPQ)AAI30527431▲ | ||
040 | ▼aMiAaPQ▼cMiAaPQ▲ | ||
082 | 0 | ▼a540▲ | |
100 | 1 | ▼aHill, Sarah J.▲ | |
245 | 1 | 0 | ▼aExploration of salvinorin a Chemical Space▼h[electronic resource]▲ |
260 | ▼a[S.l.]: ▼bThe Scripps Research Institute. ▼c2024▲ | ||
260 | 1 | ▼aAnn Arbor : ▼bProQuest Dissertations & Theses, ▼c2024▲ | |
300 | ▼a1 online resource(375 p.)▲ | ||
500 | ▼aSource: Dissertations Abstracts International, Volume: 85-01, Section: B.▲ | ||
500 | ▼aAdvisor: Shenvi, Ryan A.▲ | ||
502 | 1 | ▼aThesis (Ph.D.)--The Scripps Research Institute, 2024.▲ | |
506 | ▼aThis item must not be sold to any third party vendors.▲ | ||
520 | ▼aThe salvinorins serve as templates for next generation analgesics, antipruritics and dissociative hallucinogens via selective and potent agonism of the kappa-opioid receptor (KOR). In contrast to most opioids, the salvinorins lack basic amines and bind with high affinity and selectivity via complex polyoxygenated scaffolds that have frustrated deep-seated modification by synthesis. Here we describe a short asymmetric synthesis that relies on a sterically-confined organocatalyst to dissociate acidity from reactivity and effect Robinson annulation of an unactivated nucleophile / unstable electrophile pair. Combined with a cobalt-catalyzed polarized diene-alkyne cycloaddition, the route allows divergent access to a focused library of salvinorins. We appraise the synthesis by its generation of multiple analogs that exceed the potency, selectivity, stability and functional bias of salvinorin A itself. ▲ | ||
590 | ▼aSchool code: 1179.▲ | ||
650 | 4 | ▼aChemistry.▲ | |
650 | 4 | ▼aPharmaceutical sciences.▲ | |
653 | ▼aChemistry▲ | ||
653 | ▼aOrganic chemistry▲ | ||
653 | ▼aSalvinorins▲ | ||
653 | ▼aAntipruritics▲ | ||
653 | ▼aKappa-opioid receptor▲ | ||
653 | ▼aAnalgesics▲ | ||
690 | ▼a0485▲ | ||
690 | ▼a0572▲ | ||
710 | 2 | 0 | ▼aThe Scripps Research Institute.▼bChemistry.▲ |
773 | 0 | ▼tDissertations Abstracts International▼g85-01B.▲ | |
773 | ▼tDissertation Abstract International▲ | ||
790 | ▼a1179▲ | ||
791 | ▼aPh.D.▲ | ||
792 | ▼a2024▲ | ||
793 | ▼aEnglish▲ | ||
856 | 4 | 0 | ▼uhttp://www.riss.kr/pdu/ddodLink.do?id=T16933306▼nKERIS▼z이 자료의 원문은 한국교육학술정보원에서 제공합니다.▲ |
![](https://lib.pusan.ac.kr/lawlib/wp-content/themes/pnul2022/assets/images/default/default_w_279X393.png)
Exploration of salvinorin a Chemical Space[electronic resource]
자료유형
국외eBook
서명/책임사항
Exploration of salvinorin a Chemical Space [electronic resource]
개인저자
발행사항
[S.l.] : The Scripps Research Institute. 2024 Ann Arbor : ProQuest Dissertations & Theses , 2024
형태사항
1 online resource(375 p.)
일반주기
Source: Dissertations Abstracts International, Volume: 85-01, Section: B.
Advisor: Shenvi, Ryan A.
Advisor: Shenvi, Ryan A.
학위논문주기
Thesis (Ph.D.)--The Scripps Research Institute, 2024.
요약주기
The salvinorins serve as templates for next generation analgesics, antipruritics and dissociative hallucinogens via selective and potent agonism of the kappa-opioid receptor (KOR). In contrast to most opioids, the salvinorins lack basic amines and bind with high affinity and selectivity via complex polyoxygenated scaffolds that have frustrated deep-seated modification by synthesis. Here we describe a short asymmetric synthesis that relies on a sterically-confined organocatalyst to dissociate acidity from reactivity and effect Robinson annulation of an unactivated nucleophile / unstable electrophile pair. Combined with a cobalt-catalyzed polarized diene-alkyne cycloaddition, the route allows divergent access to a focused library of salvinorins. We appraise the synthesis by its generation of multiple analogs that exceed the potency, selectivity, stability and functional bias of salvinorin A itself.
주제
ISBN
9798379779207
관련 인기대출 도서