X-ray analysis of dibromogriseusin A, revised absolute configuration of griseusins

✍ Scribed by Naoki Tsuji; Toshiyuki Kamigauchi; Hiroshi Nakai; Motoo Shiro

• Book ID: 104216927
• Publisher: Elsevier Science
• Year: 1983
• Tongue: French
• Weight: 116 KB
• Volume: 24
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)81415-x

✦ Synopsis

The molecular structure and the absolute configuration of griseusin A were unequivocally determined by X-ray crystal analysis of its dibromo derivative. Griseusins A and B are antibiotics of the isochromanquinone group isolated from metabolites of a strain of Streptomyces 1 g riseus, and their structures, including the absolute configuration inferred from CD spectra, have been elucidated as enantiomeric to structures & and 2 (Fig. 1) in the previous paper. 2 Recently we received a letter from Professor E. Yoshii informing us that his group had synthesized a compound presumably corresponding 8-deoxygriseusin B using a synthone which includes the C3,, C5, and C6, carbon atoms of established absolute configurations, and unexpectedly, the CD spectrum of the product showed a Cotton curve opposite to those of griseusins A and B. * Atomic coordinates have been deposited with the Cambridge Crystallographic Data Centre.