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Romidepsin

CAT#: H100764

CAS#: 128517-07-7

Description: Romidepsin, also known as FK228; is a bicyclic depsipeptide antibiotic isolated from the bacterium Chromobacterium violaceum with antineoplastic activity. After intracellular activation, romidepsin binds to and inhibits histone deacetylase (HDAC), resulting in alterations in gene expression and the induction of cell differentiation, cell cycle arrest, and apoptosis. This agent also inhibits hypoxia-induced angiogenesis and depletes several heat shock protein 90 (Hsp90)-dependent oncoproteins.

Synthetic Routes

Romidepsin - Synthetic Route 1

Synthetic reference

Li, Khan W.; Wu, Jerry; Xing, Wenning; Simon, Julian A. Total Synthesis of the Antitumor Depsipeptide FR-901,228. Journal of the American Chemical Society. Volume 118. Issue 30. Pages 7237-7238. 1996.

Romidepsin - Synthetic Route 2

Synthetic reference

Greshock, Thomas J.; Johns, Deidre M.; Noguchi, Yasuo; Williams, Robert M. Improved Total Synthesis of the Potent HDAC Inhibitor FK228 (FR-901228). Organic Letters. Volume 10. Issue 4. Pages 613-616. 2008.

Romidepsin - Synthetic Route 3

Synthetic reference

Narita, Koichi; Kikuchi, Takuya; Watanabe, Kazuhiro; Takizawa, Toshiya; Oguchi, Takamasa; Kudo, Kyosuke; Matsuhara, Keisuke; Abe, Hideki; Yamori, Takao; Yoshida, Minoru; Katoh, Tadashi. Total Synthesis of the Bicyclic Depsipeptide HDAC Inhibitors Spiruchostatins A and B, 5''-epi-Spiruchostatin B, FK228 (FR901228) and Preliminary Evaluation of Their Biological Activity. Chemistry - A European Journal. Volume 15. Issue 42. Pages 11174-11186. 2009.

Romidepsin - Synthetic Route 4

Synthetic reference

Wen, Shijun; Packham, Graham; Ganesan, A. Macrolactamization versus Macrolactonization: Total Synthesis of FK228, the Depsipeptide Histone Deacetylase Inhibitor. Journal of Organic Chemistry. Volume 73. Issue 23. Pages 9353-9361. 2008.

Romidepsin - Synthetic Route 5

Synthetic reference

Jiang, Sheng; Xu, Jinyi; Li, Shang; Yao, Hequan; Zeng, Xin; Yao, Yiwu. Process for preparation of FK228. Assignee China Pharmaceutical University, Peop. Rep. China. CN 102276689. (2011).

Romidepsin - Synthetic Route 6

Synthetic reference

Rajan, Srinivasan Thirumalai; Eswaraiah, Sajja; Reddy, Ghojala Venkat. An improved process for the preparation of (1S,4S,7Z,10S,16E,21R)-7-ethylidene-4,21-diisopropyl-2-oxa-12,13-dithia-5,8,20,2 3-tetraazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentaone bicyclic depsipeptide HDAC inhibitor. Assignee MSN Laboratories Private Limited, India. IN 2015CH05640. (2017).

Romidepsin - Synthetic Route 7

Synthetic reference

Devasani, Gopinath Reddy; Gurram, Raji Reddy. Preparation of of key fragment (S,E)-3-hydroxy-7-(tritylthio)-4-heptenoic acid for synthesis of romidepsin. IN 2014CH01109. (2014).

Romidepsin - Synthetic Route 8

Synthetic reference

Xiao, Qing; Pan, Junfeng; Ma, Yaping; Yuan, Jiancheng. Process for preparation of romidepsin. Assignee Hybio Pharmaceutical Co., Ltd., Peop. Rep. China. CN 103897029. (2014).

Romidepsin - Synthetic Route 9

Synthetic reference

Dong, Shouliang; Liu, Zhengkun; Li, Xiaoli; Wang, Junhua; Liu, Yichao. Process for preparation of romidepsin and intermediates thereof. Assignee Jiangsu Jiangshen Pharmaceutical Chemical Co., Ltd., Peop. Rep. China. CN 102241736. (2011).

Romidepsin - Synthetic Route 10

Synthetic reference

Shen, Lixin; Bian, Yubu; Liu, Fushuang; Wu, Pengcheng; Jiang, Kun. Method for preparing histone deacetylase inhibitor FK228 with antitumor activity. Assignee Wuxi Howfond Biopharma Co., Ltd., Peop. Rep. China. CN 101935337. (2011).