Dalmanol biosyntheses require coupling of two separate polyketide gene clusters†,Chemical Science

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Dalmanol biosyntheses require coupling of two separate polyketide gene clusters†
Chemical Science ( IF 7.6 ) Pub Date : 2018-11-27 00:00:00 , DOI: 10.1039/c8sc03697g
Zhen Zhen Zhou _{1,

2,

3,

4,

5} , Hong Jie Zhu _{1,

2,

3,

4,

5} , Li Ping Lin _{4,

5,

6,

7,

8} , Xuan Zhang _{1,

2,

3,

4,

5} , Hui Ming Ge _{1,

2,

3,

4,

5} , Rui Hua Jiao _{1,

2,

3,

4,

5} , Ren Xiang Tan _{1,

2,

3,

4,

5}

Affiliation

Polyketide–polyketide hybrids are unique natural products with promising bioactivity, but the hybridization processes remain poorly understood. Herein, we present that the biosynthetic pathways of two immunosuppressants, dalmanol A and acetodalmanol A, result from an unspecific monooxygenase triggered hybridization of two distinct polyketide (naphthalene and chromane) biosynthetic gene clusters. The orchestration of the functional dimorphism of the polyketide synthase (ChrA) ketoreductase (KR) domain (shortened as ChrA KR) with that of the KR partner (ChrB) in the bioassembly line increases the polyketide diversity and allows the fungal generation of plant chromanes (e.g., noreugenin) and phloroglucinols (e.g., 2,4,6-trihydroxyacetophenone). The simultaneous fungal biosynthesis of 1,3,6,8- and 2-acetyl-1,3,6,8-tetrahydroxynaphthalenes was addressed as well. Collectively, the work may symbolize a movement in understanding the multiple-gene-cluster involved natural product biosynthesis, and highlights the possible fungal generations of some chromane- and phloroglucinol-based phytochemicals.

中文翻译：

达玛醇的生物合成需要两个单独的聚酮化合物基因簇的耦合†

聚酮化合物–聚酮化合物杂种是具有前途生物活性的独特天然产物，但杂交过程仍知之甚少。在本文中，我们提出两种免疫抑制剂，达马酚A和乙酰丙醇A的生物合成途径，是由非特异性单加氧酶引发的两个不同的聚酮（萘和苯并吡喃）生物合成基因簇的杂交引起的。在生物组装生产线中，聚酮化合物合酶（ChrA）酮还原酶（KR）结构域（简称为ChrA KR）与KR伴侣（ChrB）的功能二态性的编排增加了聚酮化合物的多样性，并允许真菌产生植物发色烷（例如，noreugenin）和间苯三酚（例如，2,4,6-三羟基苯乙酮）。还解决了同时进行1,3,6,8-和2-乙酰基1,3,6,8-四羟基萘的真菌生物合成。总的来说，这项工作可能象征着理解涉及天然产物生物合成的多基因簇的运动，并突显了一些基于苯并二氢和间苯三酚的植物化学物质可能产生的真菌。

更新日期：2018-11-27

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