Hinduchelins A–D, Noncytotoxic Catechol Derivatives from Streptoalloteichus hindustanus,Journal of Natural Products

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Hinduchelins A–D, Noncytotoxic Catechol Derivatives from Streptoalloteichus hindustanus
Journal of Natural Products ( IF 3.3 ) Pub Date : 2018-05-24 00:00:00 , DOI: 10.1021/acs.jnatprod.8b00049
Fei He _{1,

2} , Hitomi Nakamura ₁ , Shotaro Hoshino ₁ , Joyce Seow Fong Chin ₃ , Liang Yang ₃ , Huiping Zhang ₄ , Fumiaki Hayashi ₄ , Ikuro Abe ₁

Affiliation

Four new catechol derivatives, hinduchelins A–D (1–4), composed of 2,3- dihydroxybenzoic acid, threonine, and decarboxylated phenylalanine, were isolated from Streptoalloteichus hindustanus. Their structures and absolute configurations were elucidated by interpretation of NMR and HRMS data and quantum chemical ECD calculations. The iron-binding properties of the compounds were evaluated by a pyoverdine production assay in Pseudomonas aeruginosa, and compound 4 showed moderate ability to induce pyoverdine production at 50 μM. None of the compounds were cytotoxic toward HL-20, A549, SMMC-7721, MCF-7, and SW-480 tumor cell lines.

中文翻译：

Hinduchelins A–D，印度斯坦链霉菌的无细胞毒性邻苯二酚衍生物

四个新的儿茶酚衍生物，hinduchelins A-d（1 - 4），2,3-二羟基苯甲酸，苏氨酸和苯丙氨酸脱羧组成，从分离Streptoalloteichus hindustanus。通过解释NMR和HRMS数据以及量子化学ECD计算，阐明了它们的结构和绝对构型。通过铜绿假单胞菌中的嘧啶产生试验评估了化合物的铁结合特性，并且化合物4在50μM浓度下具有中等的诱导嘧啶产生的能力。没有一种化合物对HL-20，A549，SMMC-7721，MCF-7和SW-480肿瘤细胞系具有细胞毒性。

更新日期：2018-05-24

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