New cassane butenolide hemiketal diterpenes from the marine creeper Caesalpinia bonduc and their antiproliferative activity

被引:36
|
作者
Yadav, Prem P. [1 ]
Arora, Ashish
Bid, Hemant K.
Konwar, Ritu R.
Kanojiya, Sanjeev
机构
[1] Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India
[2] Cent Drug Res Inst, Mol & Struct Biol Div, Lucknow 226001, Uttar Pradesh, India
[3] Cent Drug Res Inst, Div Endocrinol, Lucknow 226001, Uttar Pradesh, India
[4] Cent Drug Res Inst, Sophisticated Analyt Instrument Facil, Lucknow 226001, Uttar Pradesh, India
关键词
D O I
10.1016/j.tetlet.2007.07.206
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two new cassane butenolides, caesalpinolide A (1) and B (2), epimeric at the hemiketal position were isolated from the marine creeper Caesalpinia bonduc. The structures were elucidated by the analysis of spectroscopic data and relative stereochemistry was assigned on the basis of ROESY correlations. Compounds I and 2 were found to inhibit MCF-7 breast cancer cell lines with IC50 values of (mu M) 12.8 and 6.1, respectively, along with the inhibition of endometrial and cervical cancer cell lines. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7194 / 7198
页数:5
相关论文
共 50 条
  • [1] New cassane diterpenes from Caesalpinia bonduc (Fabaceae)
    Kinoshita, T
    Kaneko, M
    Noguchi, H
    Kitagawa, I
    HETEROCYCLES, 1996, 43 (02) : 409 - 414
  • [2] Cassane Diterpenes from Caesalpinia bonduc
    Yadav, Prem P.
    Maurya, Ranjani
    Sarkar, Jayanta
    Arora, Ashish
    Kanojiya, Sanjeev
    Sinha, Sudhir
    Srivastava, M. N.
    Raghubir, Ram
    PHYTOCHEMISTRY, 2009, 70 (02) : 256 - 261
  • [3] Chemical studies on the Philippine crude drug calumbibit (Seeds of Caesalpinia bonduc):: The isolation of new cassane diterpenes fused with α,β-butenolide
    Kinoshita, T
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2000, 48 (09) : 1375 - 1377
  • [4] Novel cassane diterpenes from the seeds of Caesalpinia decapetala and their antiproliferative activity
    Ma, Guo-Xu
    Chen, Ping
    Sun, Zhong-Hao
    Zhu, Nai-Liang
    Li, Peng-Fei
    Yang, Jun-Shan
    Chen, De-Li
    Wei, Hua
    PHYTOCHEMISTRY LETTERS, 2016, 16 : 52 - 55
  • [5] Antimalarial and Antiproliferative Cassane Diterpenes of Caesalpinia sappan
    Ma, Guoxu
    Wu, Haifeng
    Chen, Deli
    Zhu, Nailiang
    Zhu, Yindi
    Sun, Zhonghao
    Li, Pengfei
    Yang, Junshan
    Yuan, Jingquan
    Xu, Xudong
    JOURNAL OF NATURAL PRODUCTS, 2015, 78 (10): : 2364 - 2371
  • [6] New cassane diterpenes from Caesalpinia echinata
    Cota, Betania Barros
    de Oliveira, Djalma Menezes
    de Siqueira, Ezequias Pessoa
    Souza-Fagundes, Elaine Maria
    Pimenta, Adriano M. C.
    Santos, Daniel M.
    Rabello, Ana
    Zani, Carlos Leomar
    FITOTERAPIA, 2011, 82 (07) : 969 - 975
  • [7] New Cassane-Type Diterpenoids from Caesalpinia bonduc
    Wu, Lin
    Wang, Xiaobing
    Shan, Siming
    Luo, Jun
    Kong, Lingyi
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2014, 62 (07) : 729 - 733
  • [8] Cassane Diterpenoids from the Pericarps of Caesalpinia bonduc
    Zhang, Panpan
    Tang, Chunping
    Yao, Sheng
    Ke, Changqiang
    Lin, Ge
    Hua, Hui-Ming
    Ye, Yang
    JOURNAL OF NATURAL PRODUCTS, 2016, 79 (01): : 24 - 29
  • [9] New Cassane Diterpenes from the seeds of Caesalpinia decapetala
    Wei, Hua
    Dai, Li-Ping
    Yan, Li-Hua
    Xiang, Fang-Fang
    Yang, Jun-Shan
    Ma, Guo-Xu
    MAGNETIC RESONANCE IN CHEMISTRY, 2017, 55 (02) : 157 - 160
  • [10] Three New Cassane Diterpenes from Caesalpinia pulcherrima
    Cheng, Jun
    Roach, Joy S.
    McLean, Stewart
    Reynolds, William F.
    Tinto, Winston F.
    NATURAL PRODUCT COMMUNICATIONS, 2008, 3 (11) : 1751 - 1754