Precursor-Directed Biosynthesis of Talaroenamine Derivatives Using a Yellow River Wetland-Derived Penicillium malacosphaerulum

  • J Nat Prod. 2021 Nov 26;84(11):2923-2928. doi: 10.1021/acs.jnatprod.1c00696.
Zhenzhen Zhang  1 Xueqian He  1 Huadong Li  1 Zhenzhen Liu  1 Chao Niu  1 Lanping Yang  1 Yangyang Zhai  1 Baohua Hou  1 Baobao Zhang  1 Xiaomin Zhang  2 Dehai Li  2 Jingchun Zhou  3 Zhenhui Wang  1
Affiliations
  • 1. College of Medicine, Henan Polytechnic University, Jiaozuo 454000, People's Repubilc of China.
  • 2. Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, People's Repubilc of China.
  • 3. Beijing Bencaoyuan Pharmaceutical Co., Ltd, Beijing 102629, People's Repubilc of China.
Abstract

Precursor-directed biosynthesis was used to introduce selected aniline derivatives into the talaroenamine pathway, which had recently been defined from a Yellow River wetland-derived Penicillim malacosphaerulum HPU-J01. The known talaroenamine B (1) and six previously undescribed talaroenamine derivatives, talaroenamines F-K (2-7), were generated and structurally characterized. The aniline derivatives are introduced via nonenzymatic addition to the reactive intermediate cyclohexanedione. Compound 2 was active against Bacillus cereus with an MIC value of 0.85 μg/mL.

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