Literature DB >> 19873982

Novel pentacyclic seco-prezizaane-type sesquiterpenoids with neurotrophic properties from Illicium jiadifengpi.

Miwa Kubo1, Chihiro Okada, Jian-Mei Huang, Kenichi Harada, Hideaki Hioki, Yoshiyasu Fukuyama.   

Abstract

Three novel seco-prezizaane-type sesquiterpenoids, jiadifenolide (1), jiadifenoxolane A (2), and jiadifenoxolane B (3), were isolated from the pericarps of Illicium jiadifengpi. Their pentacyclic cage structures were determined by 2D-NMR methods, chemical conversion, and single-crystal X-ray analysis. Compounds 1 and 2 strongly promote neurite outgrowth in primary cultured rat cortical neurons at concentrations ranging from 0.01 to 10 muM.

Entities:  

Mesh：

Substances：

Year:  2009        PMID： 19873982     DOI： 10.1021/ol9021029

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  22 in total

Review 1.  Neurotrophic natural products: chemistry and biology.

Authors:  Jing Xu; Michelle H Lacoske; Emmanuel A Theodorakis
Journal:  Angew Chem Int Ed Engl       Date:  2013-12-18       Impact factor: 15.336

2.  Enantioselective total synthesis of (-)-jiadifenolide.

Authors:  Jing Xu; Lynnie Trzoss; Weng K Chang; Emmanuel A Theodorakis
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-11       Impact factor: 15.336

3.  Enantioselective synthesis of (-)-jiadifenin, a potent neurotrophic modulator.

Authors:  Lynnie Trzoss; Jing Xu; Michelle H Lacoske; William C Mobley; Emmanuel A Theodorakis
Journal:  Org Lett       Date:  2011-08-03       Impact factor: 6.005

4.  An enantiospecific synthesis of jiadifenolide.

Authors:  David A Siler; Jeffrey D Mighion; Erik J Sorensen
Journal:  Angew Chem Int Ed Engl       Date:  2014-04-23       Impact factor: 15.336

5.  An eight-step gram-scale synthesis of (-)-jiadifenolide.

Authors:  Hai-Hua Lu; Michael D Martinez; Ryan A Shenvi
Journal:  Nat Chem       Date:  2015-06-15       Impact factor: 24.427

Review 6.  Navigating the Chiral Pool in the Total Synthesis of Complex Terpene Natural Products.

Authors:  Zachary G Brill; Matthew L Condakes; Chi P Ting; Thomas J Maimone
Journal:  Chem Rev       Date:  2017-03-15       Impact factor: 60.622

7.  Development of a Terpene Feedstock-Based Oxidative Synthetic Approach to the Illicium Sesquiterpenes.

Authors:  Kevin Hung; Matthew L Condakes; Luiz F T Novaes; Stephen J Harwood; Takahiro Morikawa; Zhi Yang; Thomas J Maimone
Journal:  J Am Chem Soc       Date:  2019-02-11       Impact factor: 15.419

8.  Pharmacological characterization of the neurotrophic sesquiterpene jiadifenolide reveals a non-convulsant signature and potential for progression in neurodegenerative disease studies.

Authors:  Jeffrey M Witkin; Ryan A Shenvi; Xia Li; Scott D Gleason; Julie Weiss; Denise Morrow; John T Catow; Mark Wakulchik; Masaki Ohtawa; Hai-Hua Lu; Michael D Martinez; Jeffrey M Schkeryantz; Timothy S Carpenter; Felice C Lightstone; Rok Cerne
Journal:  Biochem Pharmacol       Date:  2018-06-22       Impact factor: 5.858

9.  Oxidative Entry into the Illicium Sesquiterpenes: Enantiospecific Synthesis of (+)-Pseudoanisatin.

Authors:  Kevin Hung; Matthew L Condakes; Takahiro Morikawa; Thomas J Maimone
Journal:  J Am Chem Soc       Date:  2016-12-16       Impact factor: 15.419

10.  Illicium sesquiterpenes: divergent synthetic strategy and neurotrophic activity studies.

Authors:  Lynnie Trzoss; Jing Xu; Michelle H Lacoske; William C Mobley; Emmanuel A Theodorakis
Journal:  Chemistry       Date:  2013-03-22       Impact factor: 5.236
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.