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Structure of herbimycin A new ansamycin antibiotic by S. Ōmura; A. Nakagawa; N. Sadakane is a Chemistry article available to read on EtoBox.

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Herbimycin is a new potent herbicidal antibiotic isolated from the cultured filtr te of wtr?i'r anwosynthetic means usin:)&-labeled precursors. re to ces (Sm.) h rosco icus AM-3672 We assign st cture 1 to herblmycin based on ' H-and The molecular formula, C30H42N209 for herbimycin (1) was established from the elemental analysis and high-resolution mass (M+, m/e 574) in the early report 1) . The UV spectrum (MeOH) of 1 shows characteristic absorption maxima at 270 nm (E 20090) and 392.5 nm (E 1650), indicating the presence of benzoquinone nucleus 2) as a chromophore. The 'H-and 13C-nmr spectra of 1 indicate that1 is structurally similar to geldanamycin (Z), ansamycin antibiotic, the structure of which has been determined by Rinehart et al. 3) The presence of the following functional groups in 1 was deduced from the 'H-and 13 C-nmr (CDC13) and ir (CHC13) spectra: OCONH2 [S 4.87 (broad s), exchange with D20, 1730 cm-'], CONH [S 8.78 (s), exchange with D20, 1655 cm-'], four OCH3 (6 56.0, 57.6, 58.4 and 59.8), benzoquinone carbonyls (6 187.7 and 183.9, 1690 cm-'), two K-methyl protons (6 0.82 and 1.09), two methyl protons (6 1.65 and 2.01) attached to double bond, a methylene carbon (6

Who reads Structure of herbimycin A new ansamycin antibiotic?

Author

S. Ōmura; A. Nakagawa; N. Sadakane

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4039)

Published

1979

Language

EN

Field

Chemistry (Physical Sciences)