Literature DB >> 23997317

A cytotoxic decahydronaphthalenylpropenal derivative and tetrahydrofuran lignans from the stems of Cameraria latifolia.

Yulin Ren1, Heebyung Chai, Michael Goetz, A Douglas Kinghorn.   

Abstract

A new decahydronaphthalenylpropenal derivative, (+)-camerarialdehyde (1), a new tetrahydrofuran lignan, (-)-diepiolivil (2), and two known lignans were isolated from a methanol-soluble extract of the stems of Cameraria latifolia, which was obtained from a repository donated to IHVR by Merck Research Laboratories. The structures of compounds 1 and 2 were determined by interpretation of their spectroscopic data, with the absolute configuration of 1 being established by analysis of its CD spectrum. The absolute configuration of the 1,3-diol moiety of 2 was proposed from the CD spectrum induced with dimolybdenum tetraacetate in DMSO solution. All compounds isolated were evaluated against HT-29 human colon cancer cells, and compound 1 was found to show cytotoxicity toward this cell line.

Entities:  

Keywords:  CD spectrum induced by dimolybdenum tetraacetate; Cameraria latifolia; decahydronaphthalenylpropenal derivative; tetrahydrofuran lignans

Year:  2013        PMID: 23997317      PMCID: PMC3755466          DOI: 10.1016/j.tetlet.2013.06.109

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  11 in total

1.  NMR Chemical Shifts of Common Laboratory Solvents as Trace Impurities.

Authors:  Hugo E. Gottlieb; Vadim Kotlyar; Abraham Nudelman
Journal:  J Org Chem       Date:  1997-10-17       Impact factor: 4.354

2.  Cytotoxic and NF-κB inhibitory sesquiterpene lactones from Piptocoma rufescens.

Authors:  Yulin Ren; Ulyana Muñoz Acuña; Francisco Jiménez; Ricardo García; Melciades Mejía; Heebyung Chai; Judith C Gallucci; Norman R Farnsworth; Djaja D Soejarto; Esperanza J Carcache de Blanco; A Douglas Kinghorn
Journal:  Tetrahedron       Date:  2012-01-26       Impact factor: 2.457

3.  Determination of absolute configuration of acyclic 1,2-diols with Mo2(OAc)4. 1. Snatzke's method revisited.

Authors:  L Di Bari; G Pescitelli; C Pratelli; D Pini; P Salvadori
Journal:  J Org Chem       Date:  2001-07-13       Impact factor: 4.354

4.  Isolation of (-)-gamma-cadinene and aristolochene from Aspergillus terreus.

Authors:  D E Cane; B J Rawlings; C C Yang
Journal:  J Antibiot (Tokyo)       Date:  1987-09       Impact factor: 2.649

5.  Phenolic extractives from root bark of Picea abies.

Authors:  H Pan; L N Lundgren
Journal:  Phytochemistry       Date:  1995-08       Impact factor: 4.072

6.  Effect of benzylic oxygen on the cytotoxic activity for colon 26 cell line of phenolic lignans.

Authors:  Satoshi Yamauchi; Takuya Sugahara; Yuki Nakashima; Koki Abe; Yoshimasa Hayashi; Koichi Akiyama; Taro Kishida; Masafumi Maruyama
Journal:  Biosci Biotechnol Biochem       Date:  2006-12-07       Impact factor: 2.043

7.  Neolignans and glycosides from the stem bark of Illicium difengpi.

Authors:  Lei Fang; Dan Du; Guang-Zhi Ding; Yi-Kang Si; Shi-Shan Yu; Yang Liu; Wen-Jie Wang; Shuang-Gang Ma; Song Xu; Jing Qu; Jia-Ming Wang; Yu-Xi Liu
Journal:  J Nat Prod       Date:  2010-05-28       Impact factor: 4.050

8.  Lignans from Strophanthus gratus.

Authors:  S Cowan; M Stewart; D K Abbiw; Z Latif; S D Sarker; R J Nash
Journal:  Fitoterapia       Date:  2001-01       Impact factor: 2.882

9.  Discovery of anticancer agents of diverse natural origin.

Authors:  A Douglas Kinghorn; Esperanza J Carcache de Blanco; Hee-Byung Chai; Jimmy Orjala; Norman R Farnsworth; D Doel Soejarto; Nicholas H Oberlies; Mansukh C Wani; David J Kroll; Cedric J Pearce; Steven M Swanson; Robert A Kramer; William C Rose; Craig R Fairchild; Gregory D Vite; Stuart Emanuel; David Jarjoura; Frederick O Cope
Journal:  Pure Appl Chem       Date:  2009-01-01       Impact factor: 2.453

10.  Extracellular signal-regulated kinases (ERK) inhibitors from Aristolochia yunnanensis.

Authors:  Zhong-Bin Cheng; Wei-Wei Shao; Ye-Na Liu; Qiong Liao; Ting-Ting Lin; Xiao-Yan Shen; Sheng Yin
Journal:  J Nat Prod       Date:  2013-04-09       Impact factor: 4.050

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