Glycocinnamoylspermidines, a new class of antibiotics. I. Description and fermentation of the organism producing the LL-BM123 antibiotics.

Exploiting bacterial DNA gyrase as a drug target: current state and perspectives

“…Cinodine is a compound produced by Nocardia species that belongs to the glycocinnamoylspermidine antibiotic class (Fig. 4 ) (Martin et al 1978 ; Tresner et al 1978 ); three different forms, β, γ 1 and γ 2 have been identified. It has been shown to inhibit bacterial DNA synthesis (Greenstein et al 1981 ) and DNA supercoiling by Micrococcus luteus gyrase in vitro (Osburne et al 1990 ).…”

Solid-Phase Synthesis of Polyfunctionalized Natural Products: Application to Usnic Acid, a Bioactive Lichen Compound

“…14 In exploring the antibacterial potential of new usnic acid derivatives, it seemed interesting to develop condensation of polyamines with usnic acid to improve antibacterial activity and to overcome the poor hydrosolubility of usnic acid. 15 As a class of natural broad-spectrum antibiotics, glycocinnamoylspermidines (derived from a triamine, Figure 1) 16 has been described. We prepared di-and triamine derivatives of usnic acid and evaluated them against some Gram-positive bacteria.…”

Microbial Transformations of Natural Antitumor Agents XXII: Conversion of Bouvardin to O-Desmethylbouvardin and Bouvardin Catechol

“…The aromatic absorption pattern for this metabolite resembled that of &methyl catechol (8) Additional attempts were made to modify bouvardin by employing cultures known to form peptide antibiotics containing a,P-unsaturation or dehydro-amino acid moieties in their structural backbones. It was reasoned that formation of the dehydro-moieties could occur as late biosynthetic reactions in the formation of antibiotics such as mikamycin (9), subtilin (lo), dehydro-N-benzyloxycarbonyl-L-tryptophan (11), glycocinnamoyl-spermidines (12), antibiotic A32390A (13), telomycin (14), stendomycin (151, trichostatin C (16), and ostreogrycin (17), and that the introduction of this type of functionality into bouvardin could result in enhanced or novel antitumor activity. Cultures were grown in nutrient broth with and without supplements of phenylalanine, alanine, or tyrosine as possible inducers of enzymes capable of dehydrogenating amino acids (11).…”