Unité PNAS UMR/CNRS CiTCoM N°8038, Faculté de Pharmacie de Paris, Université de Paris, 4 avenue de l'observatoire, 75006 Paris, France and Unité Molécules de Communication et Adaptation des Microorganismes (MCAM), Muséum national d'Histoire naturelle, CNRS, CP54, 57 rue Cuvier, 75005 Paris, France.
Institut Systématique Evolution Biodiversité (ISYEB), Muséum national d'Histoire naturelle, CNRS, Sorbonne Université, EPHE, 57 rue Cuvier, CP39, 75005 Paris, France.
Org Biomol Chem. 2021 Feb 18;19(6):1378-1385. doi: 10.1039/d0ob02443k.
The search for active microorganisms for the biotransformation of guttiferone A (1) and C (6) has been successfully undertaken from a collection of endophytic fungi of Symphonia globulifera. Of the twenty-five isolates obtained from the leaves, three are active and have been identified as Bipolaris cactivora. The products obtained are the result of xanthone cyclisation with the formation of two regioisomers among four possible and corresponding to 1,16-oxy-guttiferone and 3,16-oxy-guttiferone. The biotransformation conditions were studied. Interestingly, both oxy-guttiferones A are present in the plant, and the ratio of 3,16-oxy-guttiferone to 1,16-oxy-guttiferone is 4 : 1, very close to that observed by biotransformation (3.8 : 1). These results are consistent with the involvement of endophytes in their formation pathway from guttiferone A, in planta. Finally, biotransformation made it possible to obtain and describe for the first time oxy-guttiferones C.
从 Symphonia globulifera 的内生真菌中寻找能够对 guttiferone A (1) 和 C (6) 进行生物转化的活性微生物的工作已经成功完成。从叶片中获得的二十五株分离物中有三株是活性的，并被鉴定为 Bipolaris cactivora。得到的产物是通过黄烷酮环化形成的，在四种可能的产物中形成了两个区域异构体，分别对应于 1,16-氧基-吉非替尼和 3,16-氧基-吉非替尼。研究了生物转化条件。有趣的是，植物中同时存在两种 oxy-guttiferones A，并且 3,16-氧基-吉非替尼与 1,16-氧基-吉非替尼的比例为 4:1，非常接近生物转化观察到的比例 (3.8:1)。这些结果与内生真菌在植物体内从 guttiferone A 形成 oxy-guttiferones A 的途径中参与其形成一致。最后，生物转化使得能够获得并首次描述 oxy-guttiferones C。
