The ability of five fungal species belonging to two genera of Aspergillus and Fusarium has been examined in the microbial transformation of androst-4-ene-3, 17-dione (AD). Furthermore, the biotransformation of nandrolone decanoate (2) by F. fujikuroi has been studied. AD (1) was converted by cultures of Aspergillus sp. PTCC 5266 to form 11α-hydroxy-AD (3) as the only product, with a yield of 86% in 3 days. Moreover, two hydroxylated metabolites 11α-hydroxy-AD (3, 65%) and 7β-hydroxy-AD (4; 18%) were isolated in biotransformation of AD by A. nidulans. On the other hand, it was metabolized by F. oxysporum to produce 14α-hydroxy-AD (5; 38%) and testosterone (6; 12%). Microbial transformation of AD by F. solani led to the production of 11α-hydroxy-AD (3; 54%) and testosterone (6; 14%). AD was reduced at the 17-position by F. fujikuroi to produce testosterone in the yield of 42%. Finally, nandrolone decanoate was transformed by F. fujikuroi via hydrolysis and oxidation at the 17-position to produce two metabolites namely 17β-hydroxyestr-4-en-3-one (7, 25.4%) and estr-4-en-3,17-dione (8, 33%), respectively. The all metabolites were purified and subsequently identified based on their spectra data analysis and comparing them to the literature data.

中文翻译：

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曲霉属和镰刀菌属对雄甾醇-4-烯-3,17-二酮和癸酸诺龙的生物转化

属于曲霉属和镰刀菌属两个属的五种真菌物种在雄性 4-烯-3, 17-二酮 (AD) 的微生物转化中的能力已得到检验。此外，还研究了 F. fujikuroi 对癸酸诺龙 (2) 的生物转化。AD (1) 被曲霉属的培养物转化。PTCC 5266 形成 11α-羟基-AD (3) 作为唯一产物，3 天内产率为 86%。此外，在构巢曲霉对 AD 的生物转化中分离出两种羟基化代谢物 11α-羟基-AD (3, 65%) 和 7β-羟基-AD (4; 18%)。另一方面，它被尖孢镰刀菌代谢产生 14α-羟基-AD（5；38%）和睾酮（6；12%）。F. solani 对 AD 的微生物转化导致产生 11α-羟基-AD（3；54%）和睾酮（6；14%）。AD 在 17 位被 F 降低。fujikuroi 以 42% 的产率生产睾酮。最后，癸酸诺龙通过 17 位的水解和氧化被 F. fujikuroi 转化，产生两种代谢物，即 17β-hydroxyestr-4-en-3-one (7, 25.4%) 和 estr-4-en-3，分别为 17-二酮 (8, 33%)。所有代谢物都经过纯化，随后根据光谱数据分析进行鉴定，并将其与文献数据进行比较。