Literature DB >> 24239390

Bioactive compounds from Stuhlmannia moavi from the Madagascar dry forest.

Yixi Liu1, Liva Harinantenaina, Peggy J Brodie, Jessica D Bowman, Maria B Cassera, Carla Slebodnick, Martin W Callmander, Richard Randrianaivo, Etienne Rakotobe, Vincent E Rasamison, Wendy Applequist, Chris Birkinshaw, Gwilym P Lewis, David G I Kingston.   

Abstract

Bioassay-directed fractionation of the leaf and root extracts of the antiproliferative Madagascar plant Stuhlmannia moavi afforded 6-acetyl-5,8-dihydroxy-2-methoxy-7-methyl-1,4-naphthoquinone (stuhlmoavin, 1) as the most active compound, with an IC50 value of 8.1 μM against the A2780 human ovarian cancer cell line, as well as the known homoisoflavonoid bonducellin (2) and the stilbenoids 3,4,5'-trihydroxy-3'-methoxy-trans-stilbene (3), piceatannol (4), resveratrol (5), rhapontigenin (6), and isorhapontigenin (7). The structure elucidation of all compounds was based on NMR and mass spectroscopic data, and the structure of 1 was confirmed by a single crystal X-ray analysis. Compounds 2-5 showed weak A2780 activities, with IC50 values of 10.6, 54.0, 41.0, and 74.0 μM, respectively. Compounds 1-3 also showed weak antimalarial activity against Plasmodium falciparum with IC50 values of 23, 26, and 27 μM, respectively.
Copyright © 2013 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  1,4-Naphthoquinone; ANNNBEZJTNCXHY-NSCUHMNNSA-N; AOMAYOSPRMTXRK-NSCUHMNNSA-N; Antimalarial activity; Antiproliferative activity; CDRPUGZCRXZLFL-OWOJBTEDSA-N; DLQSYZMPSWHYMW-XYOKQWHBSA-N; Homoisoflavonoid; Leguminosae; PHMHDRYYFAYWEG-NSCUHMNNSA-N; PHRQNTXVBVJWJE-UHFFFAOYSA-N; QNVSXXGDAPORNA-SNAWJCMRSA-N; X-ray crystallography

Mesh:

Substances:

Year:  2013        PMID: 24239390      PMCID: PMC3907118          DOI: 10.1016/j.bmc.2013.10.038

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  18 in total

1.  Constituents of antibacterial extract of Caesalpinia paraguariensis Burk.

Authors:  Girma M Woldemichael; Maya P Singh; William M Maiese; Barbara N Timmermann
Journal:  Z Naturforsch C J Biosci       Date:  2003 Jan-Feb

2.  Cassane diterpenoids from the stem of Caesalpinia pulcherrima.

Authors:  Wirote Pranithanchai; Chatchanok Karalai; Chanita Ponglimanont; Sanan Subhadhirasakul; Kan Chantrapromma
Journal:  Phytochemistry       Date:  2009-01-08       Impact factor: 4.072

3.  The structure of mompain, a naphthoquinone from Helicobasidium mompa Tanaka, and its relation to spinochrome A (M).

Authors:  S Natori; Y Kumada; H Nishikawa
Journal:  Chem Pharm Bull (Tokyo)       Date:  1965-05       Impact factor: 1.645

4.  Anthelmintic activity of Chenopodium album (L) and Caesalpinia crista (L) against trichostrongylid nematodes of sheep.

Authors:  Abdul Jabbar; Muhammad Arfan Zaman; Zafar Iqbal; Muhammad Yaseen; Asim Shamim
Journal:  J Ethnopharmacol       Date:  2007-08-02       Impact factor: 4.360

5.  Novel, rapid, and inexpensive cell-based quantification of antimalarial drug efficacy.

Authors:  Tyler N Bennett; Michelle Paguio; Bojana Gligorijevic; Clement Seudieu; Andrew D Kosar; Eugene Davidson; Paul D Roepe
Journal:  Antimicrob Agents Chemother       Date:  2004-05       Impact factor: 5.191

6.  Simple and inexpensive fluorescence-based technique for high-throughput antimalarial drug screening.

Authors:  Martin Smilkstein; Nongluk Sriwilaijaroen; Jane Xu Kelly; Prapon Wilairat; Michael Riscoe
Journal:  Antimicrob Agents Chemother       Date:  2004-05       Impact factor: 5.191

7.  Antiproliferative cassane diterpenoids of Cordyla madagascariensis ssp. madagascariensis from the Madagascar rainforest.

Authors:  Yanpeng Hou; Shugeng Cao; Peggy Brodie; James S Miller; Chris Birkinshaw; Fidisoa Ratovoson; Roland Rakotondrajaona; Rabodo Andriantsiferana; Vincent E Rasamison; David G I Kingston
Journal:  J Nat Prod       Date:  2007-12-29       Impact factor: 4.050

8.  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

9.  Cassane diterpenes from Caesalpinia bonduc.

Authors:  Prem P Yadav; Ranjani Maurya; Jayanta Sarkar; Ashish Arora; Sanjeev Kanojiya; Sudhir Sinha; M N Srivastava; Ram Raghubir
Journal:  Phytochemistry       Date:  2009-01-18       Impact factor: 4.072

10.  Biodiversity conservation and drug discovery: Can they be combined? The Suriname and Madagascar experiences.

Authors:  Shugeng Cao; David G I Kingston
Journal:  Pharm Biol       Date:  2009-08-01       Impact factor: 3.503

View more
  2 in total

1.  Structure-activity relationship and mechanism of four monostilbenes with respect to ferroptosis inhibition.

Authors:  Xiaojian Ouyang; Xican Li; Jie Liu; Yangping Liu; Yulu Xie; Zhongcun Du; Hong Xie; Ban Chen; Wenbiao Lu; Dongfeng Chen
Journal:  RSC Adv       Date:  2020-08-21       Impact factor: 4.036

Review 2.  A Comprehensive Review on Chemotaxonomic and Phytochemical Aspects of Homoisoflavonoids, as Rare Flavonoid Derivatives.

Authors:  Javad Mottaghipisheh; Hermann Stuppner
Journal:  Int J Mol Sci       Date:  2021-03-08       Impact factor: 5.923

  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.