山欖葉部之成份研究 (II)

Abstract

山欖科(Sapotaceae)大約有107個屬，超過1000個種，但至今仍只有少數山欖屬(Planchonella)植物之成分有被研究。本論文為持續本研究室先前對山欖葉部之成分探討，針對其山欖葉部乙醇萃取物之極性化割的正丁醇及甲醇可溶層做進一步成分分離，利用離心式分配層析儀、SP 700樹脂、凝膠管柱層析、矽膠管柱層析和逆向管柱層析等方式進行，共計得到15個化合物，包括六個黃酮醇成分：isorhamnetin 3-O-robinobioside (1)、3-O-rutinoside (2)、3-O-neohesperidoside (11) and 3-O-(2,6-di-O-α-rhamnosyl)-β-galactopyranoside (14)、quercetin 3-O-rutinoside (12) 及typhaneoside (13)；一個三萜成分：ursolic acid (3)；和八個三萜類皂苷即Mi-saponins A-C (15、6和4)、3'-O-β-apiofuranosylarganin F (5)、3-O-glucopyranosyl- protobassic acid (7)、isoarganin F (8)、3'-O-de-β-D-apiofuranosylisoarganin F (9)和arganin F (10)。其結構解析係藉由一維TOCSY與二維NMR技術之光譜分析而確認，其中化合物5、8和9為新的三萜類配醣體。

The Sapotaceae family contains about 107 genera and more than 1000 species. Up to now, only a few species of the Planchonella genus have been investigated phytochemically. In a continuation of our recent study on the EtOH extract of Planchonella obovata leaf, this thesis focused on chemical investigation of the n-BuOH and MeOH soluble fractions. Repeated chromatography through centrifugal partition chromatography, SP 700 resin, Sephadex LH-20, silica gel, and reversed-phase C-18 column (Lobar and semi-preparative HPLC) yielded fifteen compounds (1~15). They are six flavonols, i.e., isorhamnetin 3-O-robinobioside (1), 3-O-rutinoside (2), 3-O-neohesperidoside (11), 3-O-(2,6-di-O-α-rhamnosyl)-β-galactopyranoside (14), quercetin 3-O-rutinoside (12) and typhaneoside (13); one triterpene, i.e. ursolic acid (3); and eight triterpenoid saponins, i.e. Mi-saponins A-C (15, 6 and 4), 3'-O-β- apiofuranosylarganin F (5), 3-O-glucopyranosylprotobassic acid (7), isoarganin F (8), 3'-O-de-β-D-apiofuranosylisoarganin F (9) and arganin F (10). The structures of these compounds were elucidated based on elaborate spectroscopic analysis, especially using 1D-TOCSY and 2D-NMR. Among them, compounds 5, 8 and 9 are found to be new saponins.