Literature DB >> 15324893

Synthesis and structure-activity relationships of andrographolide analogues as novel cytotoxic agents.

Srinivas Nanduri1, Vijay Kumar Nyavanandi, Siva Sanjeeva Rao Thunuguntla, Sridevi Kasu, Mahesh Kumar Pallerla, P Sai Ram, Sriram Rajagopal, R Ajaya Kumar, Rajagopalan Ramanujam, J Moses Babu, Krishnamurthi Vyas, A Sivalakshmi Devi, G Om Reddy, Venkateswarlu Akella.   

Abstract

Andrographolide 1, the cytotoxic agent of the plant Andrographis paniculata was subjected to semi-synthetic studies leading to the preparation of a number of potent and novel analogues. Of the analogues synthesized, while 8,17-epoxy andrographolide 6 retained the cytotoxic activity of 1, ester derivatives of 6 exhibited considerable improvement in activity. Lower activity was observed when the epoxy moiety in the triacetate 9, derived from 6 was modified. Synthesis and structure-activity relationships are discussed.

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Year:  2004        PMID: 15324893     DOI: 10.1016/j.bmcl.2004.06.090

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  23 in total

1.  14-Deoxyandrographolide desensitizes hepatocytes to tumour necrosis factor-alpha-induced apoptosis through calcium-dependent tumour necrosis factor receptor superfamily member 1A release via the NO/cGMP pathway.

Authors:  D N Roy; S Mandal; G Sen; S Mukhopadhyay; T Biswas
Journal:  Br J Pharmacol       Date:  2010-08       Impact factor: 8.739

2.  A quantitative chemical proteomics approach to profile the specific cellular targets of andrographolide, a promising anticancer agent that suppresses tumor metastasis.

Authors:  Jigang Wang; Xing Fei Tan; Van Sang Nguyen; Peng Yang; Jing Zhou; Mingming Gao; Zhengjun Li; Teck Kwang Lim; Yingke He; Chye Sun Ong; Yifei Lay; Jianbin Zhang; Guili Zhu; Siew-Li Lai; Dipanjana Ghosh; Yu Keung Mok; Han-Ming Shen; Qingsong Lin
Journal:  Mol Cell Proteomics       Date:  2014-01-20       Impact factor: 5.911

3.  Inhibition of topoisomerase II α activity and induction of apoptosis in mammalian cells by semi-synthetic andrographolide analogues.

Authors:  Jintapat Nateewattana; Rungnapha Saeeng; Sakkasem Kasemsook; Kanoknetr Suksen; Suman Dutta; Surawat Jariyawat; Arthit Chairoungdua; Apichart Suksamrarn; Pawinee Piyachaturawat
Journal:  Invest New Drugs       Date:  2012-08-17       Impact factor: 3.850

4.  Mitochondrial-mediated apoptosis in lymphoma cells by the diterpenoid lactone andrographolide, the active component of Andrographis paniculata.

Authors:  Shuo Yang; Andrew M Evens; Sheila Prachand; Amareshwar T K Singh; Savita Bhalla; Kevin David; Leo I Gordon
Journal:  Clin Cancer Res       Date:  2010-08-26       Impact factor: 12.531

5.  A polysaccharide from Andrographis paniculata induces mitochondrial-mediated apoptosis in human hepatoma cell line (HepG2).

Authors:  Yanmei Zou; Hua Xiong; Huihua Xiong; Tao Lu; Feng Zhu; Zhiyong Luo; Xianglin Yuan; Yihua Wang
Journal:  Tumour Biol       Date:  2015-02-05

6.  Isolation and identification of bioactive compounds in Andrographis paniculata (Chuanxinlian).

Authors:  Wen-Wan Chao; Bi-Fong Lin
Journal:  Chin Med       Date:  2010-05-13       Impact factor: 5.455

7.  Synthesis of thioether andrographolide derivatives and their inhibitory effect against cancer cells.

Authors:  Yi Liu; Ren-Ming Liang; Qing-Ping Ma; Kai Xu; Xin-Yong Liang; Wei Huang; Robert Sutton; Jie Ding; Paul M O'Neil; Chun-Ru Cheng
Journal:  Medchemcomm       Date:  2017-04-28       Impact factor: 3.597

8.  AP-1/IRF-3 Targeted Anti-Inflammatory Activity of Andrographolide Isolated from Andrographis paniculata.

Authors:  Ting Shen; Woo Seok Yang; Young-Su Yi; Gi-Ho Sung; Man Hee Rhee; Haryoung Poo; Mi-Yeon Kim; Kyung-Woon Kim; Jong Heon Kim; Jae Youl Cho
Journal:  Evid Based Complement Alternat Med       Date:  2013-06-06       Impact factor: 2.629

9.  Cytotoxic activity and apoptosis-inducing potential of di-spiropyrrolidino and di-spiropyrrolizidino oxindole andrographolide derivatives.

Authors:  Sumit Kumar Dey; Dipayan Bose; Abhijit Hazra; Subhendu Naskar; Abhishek Nandy; Rudra Narayan Munda; Subhadip Das; Nabanita Chatterjee; Nirup Bikash Mondal; Sukdeb Banerjee; Krishna Das Saha
Journal:  PLoS One       Date:  2013-03-05       Impact factor: 3.240

10.  Taxifolin enhances andrographolide-induced mitotic arrest and apoptosis in human prostate cancer cells via spindle assembly checkpoint activation.

Authors:  Zhong Rong Zhang; Mazen Al Zaharna; Matthew Man-Kin Wong; Sung-Kay Chiu; Hon-Yeung Cheung
Journal:  PLoS One       Date:  2013-01-28       Impact factor: 3.240

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