Isolation and characterization of the trimethyl ester of 2,3-dicarboxy-4-methoxy-5-methylbenzoic acid, a degradation product of naphthomycin A, semisynthetically obtained from Penicillium gladioli cultures

Cellai, Luciano; Polcaro, C.; Rossi, Wagner Soares; Brufani, M.

doi:10.1016/s0021-9673(00)81898-1

Cited by 2 publications

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“…The structure of naphthomycin A, a naphthalenic ansamycin, was proposed on the basis of NMR studies of the whole molecule (Williams, 1975) and of fragments obtained by chemical degradation (Brufani, Cellai & Keller-Schierlein, 1979;Cellai, Polcaro, Rossi & Brufani, 1982). In order to verify the proposed structure, and to study the correlation of structure and activity, we tried, without success, to crystallize naphthomycin A.…”

Section: Commentmentioning

confidence: 99%

30-Dechloro-30-methoxy-25-O-methyl-N-methylnaphthomycin A

Cellai¹,

Cerrini²,

Lamba³

et al. 1994

Acta Crystallogr C

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(Sheldrick, 1976) Lorentz and polarization corrections were applied using the SDP system (Frenz, 1985). The structure was solved by direct methods using SHELXS86 (Sheldrick, 1985). Refinement was performed by full-matrix least-squares methods using SHEI_X76 (Sheldrick, 1976). Non-H atoms were refined anisotropicaUy and H atoms were located in the difference maps and refined isotropically. Graphics were obtained using ORTEP (Johnson, 1965).We wish to thank the Australian Research Council for financial support of this work.Lists of structure factors, anisotropic displacement parameters, H-atom coordinates and non-bonded interactions have been deposited with the IUCr (Reference: OH1065). AbstractThe reaction of naphthomycin A with methyl iodide gives the title compound as the major product.

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Section: Commentmentioning

confidence: 99%