» Articles » PMID: 19653648

Synthesis of Sominone and Its Derivatives Based on an RCM Strategy: Discovery of a Novel Anti-Alzheimer's Disease Medicine Candidate "denosomin"

Overview
Journal Org Lett
Specialties Biochemistry
Chemistry
Date 2009 Aug 6
PMID 19653648
Citations 6
Authors
Affiliations
Soon will be listed here.
Abstract

Synthesis of sominone was achieved starting from dehydroepiandrosterone on the basis of an RCM strategy for the construction of a delta-lactone side chain. This synthetic protocol was applied for the synthesis of several analogous derivatives including 1-deoxy-24-norsominone (denosomin), which was revealed to exhibit notable bioactivities for new antidementia chemotherapy, exceeding the original natural compound sominone.

Citing Articles

Divergent synthesis of complex withanolides enabled by a scalable route and late-stage functionalization.

Che W, Wojitas L, Shan C, Lopchuk J Sci Adv. 2024; 10(26):eadp9375.

PMID: 38941454 PMC: 11212736. DOI: 10.1126/sciadv.adp9375.


Total Synthesis of the Diterpenes (+)-Randainin D and (+)-Barekoxide via Photoredox-Catalyzed Deoxygenative Allylation.

Vyhivskyi O, Baudoin O J Am Chem Soc. 2024; .

PMID: 38618944 PMC: 11046436. DOI: 10.1021/jacs.4c02224.


Natural Medicines and Their Underlying Mechanisms of Prevention and Recovery from Amyloid Β-Induced Axonal Degeneration in Alzheimer's Disease.

Kuboyama T, Yang X, Tohda C Int J Mol Sci. 2020; 21(13).

PMID: 32630004 PMC: 7369795. DOI: 10.3390/ijms21134665.


Extracellular vimentin is a novel axonal growth facilitator for functional recovery in spinal cord-injured mice.

Shigyo M, Tohda C Sci Rep. 2016; 6:28293.

PMID: 27323867 PMC: 4915015. DOI: 10.1038/srep28293.


A novel compound, denosomin, ameliorates spinal cord injury via axonal growth associated with astrocyte-secreted vimentin.

Teshigawara K, Kuboyama T, Shigyo M, Nagata A, Sugimoto K, Matsuya Y Br J Pharmacol. 2012; 168(4):903-19.

PMID: 22978525 PMC: 3631379. DOI: 10.1111/j.1476-5381.2012.02211.x.