Literature DB >> 23754698

Structure elucidation of antiproliferative bisbenzylisoquinoline alkaloids from Anisocycla grandidieri from the Madagascar dry forest.

Yixi Liu1, Liva Harinantenaina, Peggy J Brodie, Carla Slebodnick, Martin W Callmander, R Rakotondrajaona, Etienne Rakotobe, Vincent E Rasamison, Karen TenDyke, Yongchun Shen, David G I Kingston.   

Abstract

Antiproliferative bioassay-guided fractionation of the ethanol extract of the stems of Anisocycla grandidieri led to the isolation of the known alkaloids stebisimine (1), (+)-1,2-dehydrotelobine (2), (+)-2'-norcocsuline (3) and puetogaline B (4). Herein, we report the full NMR assignments of all compounds and the X-ray crystallography of single crystals of compounds 1 and 3. Compounds 2 and 3 showed moderate antiproliferative activity against the A2780 human ovarian cancer cell line with IC50 values of 4.1 ± 0.3 and 2.7 ± 0.3 μM, respectively, and they also displayed selective activity toward the H460 (large cell lung cancer), MCF-7 (breast ductal carcinoma), and UACC-257 (melanoma) cell lines.
Copyright © 2013 John Wiley & Sons, Ltd.

Entities:  

Keywords:  Anisocycla grandidieri; NMR; X-ray crystallography; bisbenzylisoquinoline alkaloids

Mesh:

Substances:

Year:  2013        PMID: 23754698      PMCID: PMC3747959          DOI: 10.1002/mrc.3976

Source DB:  PubMed          Journal:  Magn Reson Chem        ISSN: 0749-1581            Impact factor:   2.447


  18 in total

Review 1.  Mother nature's combinatorial libraries; their influence on the synthesis of drugs.

Authors:  David G I Kingston; David J Newman
Journal:  Curr Opin Drug Discov Devel       Date:  2002-03

Review 2.  Antitumor properties of podophyllotoxin and related compounds.

Authors:  M Gordaliza; M A Castro; J M del Corral; A S Feliciano
Journal:  Curr Pharm Des       Date:  2000-12       Impact factor: 3.116

3.  New bisbenzylisoquinoline alkaloids from Cocculus laurifolius.

Authors:  Hua Zhang; Jian-Min Yue
Journal:  Nat Prod Res       Date:  2006-05-20       Impact factor: 2.861

4.  Bisbenzylisoquinoline alkaloids from Guatteria boliviana (Annonaceae).

Authors:  V Mahiou; F Roblot; A Fournet; R Hocquemiller
Journal:  Phytochemistry       Date:  2000-08       Impact factor: 4.072

5.  Spectral characterisation and antiplasmodial activity of bisbenzylisoquinolines from Isolona ghesquiereina.

Authors:  L Mambu; M T Martin; D Razafimahefa; D Ramanitrahasimbola; P Rasoanaivo; F Frappier
Journal:  Planta Med       Date:  2000-08       Impact factor: 3.352

6.  Cardenolides of Leptadenia madagascariensis from the Madagascar dry forest.

Authors:  Ende Pan; Liva Harinantenaina; Peggy J Brodie; Martin Callmander; Stephan Rakotonandrasana; Etienne Rakotobe; Vincent E Rasamison; Karen Tendyke; Yongchun Shen; Edward M Suh; David G I Kingston
Journal:  Bioorg Med Chem       Date:  2010-11-11       Impact factor: 3.641

7.  Discovery and preliminary SAR of bisbenzylisoquinoline alkaloids as inducers of C/EBPα.

Authors:  Paul Klausmeyer; Thomas G McCloud; Dominic A Scudiero; Michael J Currens; John H Cardellina Ii; Robert H Shoemaker
Journal:  Bioorg Med Chem       Date:  2012-06-16       Impact factor: 3.641

8.  Cytotoxic and antimalarial bisbenzylisoquinoline alkaloids from Cyclea barbata.

Authors:  L Z Lin; H L Shieh; C K Angerhofer; J M Pezzuto; G A Cordell; L Xue; M E Johnson; N Ruangrungsi
Journal:  J Nat Prod       Date:  1993-01       Impact factor: 4.050

9.  Radiation survival parameters of antineoplastic drug-sensitive and -resistant human ovarian cancer cell lines and their modification by buthionine sulfoximine.

Authors:  K G Louie; B C Behrens; T J Kinsella; T C Hamilton; K R Grotzinger; W M McKoy; M A Winker; R F Ozols
Journal:  Cancer Res       Date:  1985-05       Impact factor: 12.701

10.  Determination of absolute structure using Bayesian statistics on Bijvoet differences.

Authors:  Rob W W Hooft; Leo H Straver; Anthony L Spek
Journal:  J Appl Crystallogr       Date:  2008-01-16       Impact factor: 3.304

View more
  1 in total

1.  A new bioactive diterpene glycoside from Molinaea retusa from the Madagascar dry forest.

Authors:  Alexander L Eaton; Liva Harinantenaina; Peggy J Brodie; Maria B Cassera; Jessica D Bowman; Martin W Callmander; Richard Randrianaivo; Roland Rakotondrajaona; Etienne Rakotobe; Vincent E Rasamison; David G I Kingston
Journal:  Nat Prod Commun       Date:  2013-09       Impact factor: 0.986

  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.