Benzoquinoid ansamycins

Miller, P., C. DiOrio, M. Moyer, R. C. Schnur, A. Bruskin, W. Cullen, and J. D. Moyer. Depletion of the erbB-2 gene product pI85 by benzoquinoid ansamycins. Cancer Res. 54 2724-2730.1994a. 

Sakagami, M., P. Morrison, and W. J. Welch. Benzoquinoid ansamycins (herbimycin A and geldanamycin) interfere with the maturation of growth factor receptor tyrosine kinases. Cell Stress Chaperones. 4 19-28.1999. 

Streptomyces hygroscopicus var. geldanus and shows antibiotic activity against protozoa [206]. From the same Streptomyces strain, AM-3672, herbimycin A (124) [207], B (125) [208] and C (126) have been isolated [209]. They exhibit herbicidal and antiviral activity and are able to reverse the characteristics of oncogene expression [120]. Herbimycin A (124) has been shown to have a potent antiangiogenic activity [211]. This latter biological activity distinguishes the benzoquinoid ansamycins from their benzenoid [212] and naphthoquinoid [213] ansamycin relatives. 

Tatsuta and coworkers, Panek, and Cossy = utilized alkoxyallylboration in the synthesis of herbimycin A 72 a potent antibiotic belonging to the class benzoquinoid ansamycin (Figure 25.8). 

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