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Limonoids from the seeds of a Godavari mangrove, Xylocarpus moluccensis
Phytochemistry ( IF 3.2 ) Pub Date : 2010-11-01 , DOI: 10.1016/j.phytochem.2010.07.015
Jun Li , Min-Yi Li , Gang Feng , Qiang Xiao , Jari Sinkkonen , Tirumani Satyanandamurty , Jun Wu

Ten limonoids, named godavarins A-J (1-7, 9-11), were isolated from seeds of an Indian mangrove (Xylocarpus moluccensis) collected in the mangrove wetlands of Godavari estuary, Andhra Pradesh. Eight known limonoids, viz. xyloccensins L (8), P (12), Q (13), mexicanolide (14), 6-deoxy-3-detigloyl-swietenine acetate (15), fissinolide (16), methyl 3β-acetoxy-1-oxomeliaca-8(30),14-dienoate (17), and methyl 3β-acetoxy-1-oxomeliaca-8(9),14-dienoate (18), were also obtained. The structures of these compounds were established on the basis of spectroscopic data or comparison with data in the literature (known compounds). The stereostructure of godavarin D was confirmed by means of single-crystal X-ray analysis. Godavarins A-C are the first mexicanolide derivatives with a C₇-C₂₈ ester-linked δ-lactone ring, while godavarins D-G are further additions to the small group of limonoids with a C₁-C₂₉ oxygen bridge. Godavarin H is a phragmalin with five acetoxy groups. Two limonoids, mexicanolide and fissinolide, were found to exhibit marked antifeedant activity against the third-instar larvae of Brontispa longissima (Gestro) at a concentration of 0.5 mg/mL. The most potent compound was mexicanolide. It also showed moderate insecticidal activity.

中文翻译:

来自 Godavari 红树林 Xylocarpus moluccensis 种子的柠檬苦素

从在安得拉邦戈达瓦里河口红树林湿地收集的印度红树林 (Xylocarpus moluccensis) 的种子中分离出 10 种柠檬苦素类化合物,名为 Godavarins AJ (1-7, 9-11)。八种已知的柠檬苦素,即。xyloccensins L (8), P (12), Q (13), mexicanolide (14), 6-deoxy-3-detigloyl-swietenine acetate (15), fissinolide (16),methyl 3β-acetoxy-1-oxomeliaca-8还获得了 (30),14-dienoate (17) 和 3β-acetoxy-1-oxomeliaca-8(9),14-dienoate (18) 甲酯。这些化合物的结构是在光谱数据或与文献数据(已知化合物)比较的基础上确定的。通过单晶 X 射线分析证实了 Godavarin D 的立体结构。Godavarins AC 是第一个具有 C₇-C₂₈ 酯连接的 δ-内酯环的墨西哥内酯衍生物,而戈达瓦林 DG 是对具有 C₁-C₂₉ 氧桥的柠檬苦素类化合物的进一步补充。Godavarin H 是一种具有五个乙酰氧基的 phragmalin。两种柠檬苦素类化合物 mexicanolide 和 fissinolide 被发现在 0.5 mg/mL 的浓度下对 Brontispa longissima (Gestro) 的三龄幼虫表现出显着的拒食活性。最有效的化合物是墨西哥内酯。它还表现出中等的杀虫活性。
更新日期:2010-11-01
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