Literature DB >> 16766184

Synthesis of 13-amino costunolide derivatives as anticancer agents.

Sanjay K Srivastava1, Aji Abraham, Beena Bhat, Manu Jaggi, Anu T Singh, Vinod K Sanna, Gurvinder Singh, Shiv K Agarwal, Rama Mukherjee, Anand C Burman.   

Abstract

A number of costunolide derivatives (4a-p) have been synthesized and evaluated for their in vitro cytotoxicity against eight tumor and a non-tumor cell lines. Compound 4d showed around 2-fold better cytotoxicity against SW-620 (colon) cell line with improved safety index than costunolide (1). While compounds 4e, 4g, and 4p have shown around 2- to 3-fold better cytotoxicity against MIAPaCa2 (pancreas), K-562 (leukemia) and PA-1 (ovary) cell lines as well as better safety index in comparison to costunolide (1). Compound 4p also exhibited cytotoxicity against HBL100 (breast) cell line with 2-fold better safety index. Structure-activity relationship has been described.

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Year:  2006        PMID: 16766184     DOI: 10.1016/j.bmcl.2006.05.083

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


  10 in total

1.  Chemoenzymatic synthesis and antileukemic activity of novel C9- and C14-functionalized parthenolide analogs.

Authors:  Vikas Tyagi; Hanan Alwaseem; Kristen M O'Dwyer; Jessica Ponder; Qi Ying Li; Craig T Jordan; Rudi Fasan
Journal:  Bioorg Med Chem       Date:  2016-06-16       Impact factor: 3.641

2.  Anticancer activity profiling of parthenolide analogs generated via P450-mediated chemoenzymatic synthesis.

Authors:  Hanan Alwaseem; Benjamin J Frisch; Rudi Fasan
Journal:  Bioorg Med Chem       Date:  2017-08-08       Impact factor: 3.641

3.  Fluorinated amino-derivatives of the sesquiterpene lactone, parthenolide, as (19)f NMR probes in deuterium-free environments.

Authors:  James R Woods; Huaping Mo; Andrew A Bieberich; Tanja Alavanja; David A Colby
Journal:  J Med Chem       Date:  2011-10-27       Impact factor: 7.446

4.  Synthesis and antileukemic activities of C1-C10-modified parthenolide analogues.

Authors:  Aaron M Kempema; John C Widen; Joseph K Hexum; Timothy E Andrews; Dan Wang; Susan K Rathe; Frederick A Meece; Klara E Noble; Zohar Sachs; David A Largaespada; Daniel A Harki
Journal:  Bioorg Med Chem       Date:  2015-05-30       Impact factor: 3.641

5.  Reconstitution of the costunolide biosynthetic pathway in yeast and Nicotiana benthamiana.

Authors:  Qing Liu; Mohammad Majdi; Katarina Cankar; Miriam Goedbloed; Tatsiana Charnikhova; Francel W A Verstappen; Ric C H de Vos; Jules Beekwilder; Sander van der Krol; Harro J Bouwmeester
Journal:  PLoS One       Date:  2011-08-15       Impact factor: 3.240

Review 6.  Natural and Synthetic Lactones Possessing Antitumor Activities.

Authors:  Younghoon Kim; Sandip Sengupta; Taebo Sim
Journal:  Int J Mol Sci       Date:  2021-01-21       Impact factor: 6.208

7.  Costunolide, a Sesquiterpene Lactone, Suppresses Skin Cancer via Induction of Apoptosis and Blockage of Cell Proliferation.

Authors:  Sung Ho Lee; Young-Chang Cho; Jae Sung Lim
Journal:  Int J Mol Sci       Date:  2021-02-19       Impact factor: 5.923

8.  Synthesis and anticancer studies of Michael adducts and Heck arylation products of sesquiterpene lactones, zaluzanin D and zaluzanin C from Vernonia arborea.

Authors:  Tushar R Valkute; Eswar K Aratikatla; Neha A Gupta; S Ganga; Manas K Santra; Asish K Bhattacharya
Journal:  RSC Adv       Date:  2018-11-14       Impact factor: 4.036

Review 9.  The Emerging Potential of Parthenolide Nanoformulations in Tumor Therapy.

Authors:  Tao An; Huanhuan Yin; Yanting Lu; Feng Liu
Journal:  Drug Des Devel Ther       Date:  2022-04-29       Impact factor: 4.319

10.  13-amino derivatives of dehydrocostus lactone display greatly enhanced selective toxicity against breast cancer cells and improved binding energies to protein kinases in silico.

Authors:  Douglas Kemboi; Moses K Langat; Xavier Siwe-Noundou; Tendamudzimu Tshiwawa; Rui W M Krause; Candace Davison; Christie Jane Smit; Jo-Anne de la Mare; Vuyelwa Jacqueline Tembu
Journal:  PLoS One       Date:  2022-08-23       Impact factor: 3.752

  10 in total

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