國立虎尾科技大學 |

Exploration of salvinorin a Chemical Space.

Record Type:	Language materials, manuscript : Monograph/item
Title/Author:	Exploration of salvinorin a Chemical Space./
Author:	Hill, Sarah J.
Description:	1 online resource (375 pages)
Notes:	Source: Dissertations Abstracts International, Volume: 85-01, Section: B.
Contained By:	Dissertations Abstracts International85-01B.
Subject:	Chemistry. -
Online resource:	click for full text (PQDT)
ISBN:	9798379779207

Exploration of salvinorin a Chemical Space.
Hill, Sarah J.

Exploration of salvinorin a Chemical Space. - 1 online resource (375 pages)

Source: Dissertations Abstracts International, Volume: 85-01, Section: B.

Thesis (Ph.D.)--The Scripps Research Institute, 2024.

Includes bibliographical references

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.

Electronic reproduction.
Ann Arbor, Mich. :
ProQuest,
2024

Mode of access: World Wide Web

ISBN: 9798379779207Subjects--Topical Terms:

593913
Chemistry.
Subjects--Index Terms:

ChemistryIndex Terms--Genre/Form:

554714
Electronic books.

Exploration of salvinorin a Chemical Space.
LDR:02256ntm a22003977 4500 001 1148695
005 20240930100119.5
006 m o d
007 cr bn ---uuuuu
008 250605s2024 xx obm 000 0 eng d
020 $a 9798379779207
035 $a (MiAaPQ)AAI30527431
035 $a AAI30527431
040 $a MiAaPQ $b eng $c MiAaPQ $d NTU
100 1 $a Hill, Sarah J. $3 1474725
245 1 0 $a Exploration of salvinorin a Chemical Space.
264 0 $c 2024
300 $a 1 online resource (375 pages)
336 $a text $b txt $2 rdacontent
337 $a computer $b c $2 rdamedia
338 $a online resource $b cr $2 rdacarrier
500 $a Source: Dissertations Abstracts International, Volume: 85-01, Section: B.
500 $a Advisor: Shenvi, Ryan A.
502 $a Thesis (Ph.D.)--The Scripps Research Institute, 2024.
504 $a Includes bibliographical references
520 $a 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.
533 $a Electronic reproduction. $b Ann Arbor, Mich. : $c ProQuest, $d 2024
538 $a Mode of access: World Wide Web
650 4 $a Chemistry. $3 593913
650 4 $a Pharmaceutical sciences. $3 1180569
653 $a Chemistry
653 $a Organic chemistry
653 $a Salvinorins
653 $a Antipruritics
653 $a Kappa-opioid receptor
653 $a Analgesics
655 7 $a Electronic books. $2 local $3 554714
690 $a 0485
690 $a 0572
710 2 $a ProQuest Information and Learning Co. $3 1178819
710 2 $a The Scripps Research Institute. $b Chemistry. $3 1474726
773 0 $t Dissertations Abstracts International $g 85-01B.
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=30527431 $z click for full text (PQDT)