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Total synthesis of bleomycin A21)

✍ Scribed by Tomohisa Takita; Yoji Umezawa; Sei-ichi Saito; Hajime Morishima; Hiroshi Naganawa; Hamao Umezawa; Tsutomu Tsuchiya; Toshiaki Miyake; Shunji Kageyama; Sumio Umezawa; Yasuhiko Muraoka; Masanobu Suzuki; Masami Otsuka; Masatoshi Narita; Susumu Kobayashi; Masaji Ohno

Book ID: 104220378
Publisher: Elsevier Science
Year: 1982
Tongue: French
Weight: 231 KB
Volume: 23
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)86878-1

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✦ Synopsis

Bleomycin A2 has been synthesized for the first time.

Bleomycin (BLM) is an antitumor antibiotic clinically used in the treatment of squamous cell carcinoma, malignant lymphoma and testis tumors. BLM A2 (Q2), the major component of natural BLMs, consists of a linear hexapeptide named deglyco-BLM A2 and an 0-carbamoyl disaccharide. We have already reported the syntheses of deglyco-BLM A2 3,4) and 2-0-(a-D-mannopyranosyl)-L-gulose 5) , the disaccharide of BLM. Therefore, the total synthesis of BLM A2 is formally established by introduction of carbamoyl group to the disaccharide and glycosylation of deglyco-BLM A2 with the 0-carbamoyl disaccharide. In this communication, we report the first total synthesis of BLM.

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