Literature DB >> 11325221

Structure and neurotrophic activity of seco-prezizaane-type sesquiterpenes from Illicium merrillianum.

J M Huang 1, R Yokoyama, C S Yang , Y Fukuyama.   

Abstract

An extract of the pericarps of Illicium merrillianum has yielded four new sesquiterpenes: 3 alpha-hydroxycycloparvifloralone (1), 1,2-dehydrocycloparvifloralone (2), (11) 7,14-ortholactone-3 alpha-hydroxyfloridanolide (3), and 11-O-debenzoyltashironin (4) along with cycloparvifloralone (5), merrillianone (6), and tashironin (7). The structures of 1--4 were determined on the basis of spectroscopic analyses. 11-O-Debenzoyltashironin (4) showed neurotrophic activity in primary culture of rat cortical neurons at 0.1--10 microM. However, cycloparvifloralone-type sesquiterpenes (1, 2, 5, and 6) and tashironin (7) had no neurotrophic activity at these concentrations.

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Year:  2001        PMID： 11325221     DOI： 10.1021/np0005715

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  12 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.  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

3.  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

4.  Controlling the facial selectivity of asymmetric [4+2] cyclo-additions: a concise synthesis of the cis-decalin core structure of superstolides A and B.

Authors:  Lei Chen; Zhengmao Hua; Gangqin Li; Zhendong Jin
Journal:  Org Lett       Date:  2011-06-14       Impact factor: 6.005

5.  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

6.  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

Review 7.  An invocation for computational evaluation of isomerization transforms: cationic skeletal reorganizations as a case study.

Authors:  Alexander W Schuppe; Yannan Liu; Timothy R Newhouse
Journal:  Nat Prod Rep       Date:  2020-09-15       Impact factor: 13.423

Review 8.  Change the channel: CysLoop receptor antagonists from nature.

Authors:  Guanghu Tong; Meghan A Baker; Ryan A Shenvi
Journal:  Pest Manag Sci       Date:  2020-11-22       Impact factor: 4.462

9.  Cross-trienamines in asymmetric organocatalysis.

Authors:  Kim Søholm Halskov; Tore Kiilerich Johansen; Rebecca L Davis; Marianne Steurer; Frank Jensen; Karl Anker Jørgensen
Journal:  J Am Chem Soc       Date:  2012-07-30       Impact factor: 15.419

10.  Distinctive effect on nerve growth factor-induced PC12 cell neurite outgrowth by two unique neolignan enantiomers from Illicium merrillianum.

Authors:  Xinhui Tian; Rongcai Yue; Huawu Zeng; Honglin Li; Lei Shan; Weiwei He; Yunheng Shen; Weidong Zhang
Journal:  Sci Rep       Date:  2015-11-20       Impact factor: 4.379
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