Literature DB >> 11707117

Daphnicyclidins A-H, novel hexa- or pentacyclic alkaloids from two species of Daphniphyllum.

J I Kobayashi1, Y Inaba, M Shiro, N Yoshida, H Morita.   

Abstract

Eight highly modified Daphniphyllum alkaloids with unprecedented fused hexa- or pentacyclic skeletons, daphnicyclidins A-H (1-8), have been isolated from the stems of Daphniphyllum humile and D.teijsmanni, and their structures were elucidated on the basis of spectroscopic data and chemical means. The stereochemistry was elucidated by combination of NOESY correlations, X-ray crystallographic data, and CD analyses.

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Year:  2001        PMID: 11707117     DOI: 10.1021/ja016955e

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  9 in total

1.  Synthesis of enantioenriched γ-quaternary cycloheptenones using a combined allylic alkylation/Stork-Danheiser approach: preparation of mono-, bi-, and tricyclic systems.

Authors:  Nathan B Bennett; Allen Y Hong; Andrew M Harned; Brian M Stoltz
Journal:  Org Biomol Chem       Date:  2011-10-19       Impact factor: 3.876

2.  Total synthesis of the Daphniphyllum alkaloid daphenylline.

Authors:  Zhaoyong Lu; Yong Li; Jun Deng; Ang Li
Journal:  Nat Chem       Date:  2013-06-30       Impact factor: 24.427

3.  Stereoselective synthesis of γ-lactams from imines and cyanosuccinic anhydrides.

Authors:  Darlene Q Tan; Ashkaan Younai; Ommidala Pattawong; James C Fettinger; Paul Ha-Yeon Cheong; Jared T Shaw
Journal:  Org Lett       Date:  2013-09-26       Impact factor: 6.005

4.  Stereocontrol in asymmetric γ-lactam syntheses from imines and cyanosuccinic anhydrides.

Authors:  Ommidala Pattawong; Darlene Q Tan; James C Fettinger; Jared T Shaw; Paul Ha-Yeon Cheong
Journal:  Org Lett       Date:  2013-09-26       Impact factor: 6.005

5.  Asymmetric construction of rings A-D of daphnicyclidin-type alkaloids.

Authors:  Travis B Dunn; J Michael Ellis; Christiane C Kofink; James R Manning; Larry E Overman
Journal:  Org Lett       Date:  2009-12-17       Impact factor: 6.005

6.  Tin-Free Access to the ABC Core of the Calyciphylline A Alkaloids and Unexpected Formation of a D-Ring-Contracted Tetracyclic Core.

Authors:  Alberto M Lopez; Ahmad A Ibrahim; Gregory J Rosenhauer; Hansamali S Sirinimal; Jennifer L Stockdill
Journal:  Org Lett       Date:  2018-04-03       Impact factor: 6.005

7.  The daphniphyllum alkaloids: total synthesis of (-)-calyciphylline N.

Authors:  Artem Shvartsbart; Amos B Smith
Journal:  J Am Chem Soc       Date:  2015-03-10       Impact factor: 15.419

8.  Involucratusins A-H: Unusual Cadinane Dimers from Stahlianthus involucratus with Multidrug Resistance Reversal Activity.

Authors:  Qiang-Ming Li; Jian-Guang Luo; Rui-Zhi Wang; Xiao-Bing Wang; Ming-Hua Yang; Jun Luo; Ling-Yi Kong
Journal:  Sci Rep       Date:  2016-07-13       Impact factor: 4.379

9.  Five new alkaloids from the stem bark of Daphniphyllum macropodum.

Authors:  Yunyang Lu; Kai Gao; Xiaoyang Wang; Wei Zhang; Ning Ma; Haifeng Tang
Journal:  Molecules       Date:  2014-03-10       Impact factor: 4.411

  9 in total

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