腾冲重楼根茎的化学成分及抗菌活性研究

目的 研究藜芦科植物腾冲重楼Paris tengchongensis根茎的化学成分及抗菌活性。方法 采用HPD100大孔吸附树脂、正相硅胶、RPC18硅胶和Sephadex LH-20凝胶色谱，以及半制备高效液相色谱等方法进行分离和纯化，利用NMR和MS等波谱数据对化合物的化学结构进行鉴定。对分离到的化合物用微量稀释法进行抗细菌和真菌活性评价。结果 从腾冲重楼根茎70%乙醇提取物中分离并鉴定了16个化合物，分别为parisvanioside A(1)、kingianoside K(2)、7-氧薯蓣皂苷（3）、pariposide A(4)、parisvanioside B(5)、parisrugoside H(6)、(25R)-17α-羟基螺甾-5-烯-3β-基O-β-D-吡喃葡萄糖基-(1→4)-O-[α-L-吡喃鼠李糖基-(1→2)]-β-D-吡喃葡萄糖苷（7）、麦冬皂苷C’(8)、纤细薯蓣皂苷（9）、重楼皂苷Ⅰ（10）、重楼皂苷Ⅱ（11）、重楼皂苷Ⅵ（12）、pennogenin 3-O-β-chacotrioside(13)、重楼皂苷H(14)、重楼皂苷Ⅶ（15）和β-蜕皮激素...

Studies on chemical constituents and antimicrobial activities of rhizomes of Paris tengchongensis

Objective To investigate the chemical constituents from the rhizomes of Paris tengchongensis Y. H. Ji, C.J. Yang & Y. L. Huan (Melanthiaceae) and their antibacterial and antifungal activities. Methods The separations and purifications were taken by HPD100 macroporous resin, normal phase silica gel, reversed-phase (RP) C₁₈ silica gel, Sephadex LH-20 gel chromatography, and semi-preparative high-performance liquid chromatography (HPLC). The chemical structures of the isolated compounds were determined by combining spectroscopic data of nuclear magnetic resonance (NMR), mass spectrum (MS), etc. These isolates were tested for antibacterial and antifungal activities by microdilution method. Results A total of 16 compounds were isolated and identified from 70% ethanol extract of the rhizomes of P. tengchongensis, which were identified to be parisvanioside A (1), kingianoside K (2), 7-oxodioscin (3), pariposide A (4), parisvanioside B (5), parisrugoside H (6), (25R)-17α-hydroxyspirost-5-en-3β-yl O-β-D-glucopyranosyl-(1→4)-O-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside (7), ophiopogonin Cʹ (8), gracillin (9), paris saponin Ⅰ (10), paris saponin II (11), paris saponin Ⅵ (12), pennogenin 3-O-β-chacotrioside (13), paris saponin H (14), paris saponin Ⅶ (15), and β-ecdysterone (16). Compound 3 and 5—15 exhibited strong inhibitory effects against Epidermophyton floccosum, with MIC₅₀ (50% minimun inhibitory concentration) values ranging from 0.07 to 93.60 μmol/L; Compound 5—15 exhibited strong inhibitory effects against Trichophyton rubrum, with MIC₅₀ values ranging from 0.06 to 73.08 μmol/L; Compounds 3,5—8 and 10—15 exhibited very strong inhibitory effects against Microsporum gypseum, with MIC₅₀ values ranging from 0.04 to 69.92 μmol/L. Conclusion Compounds 1—7 are isolated from P. tengchongensis for the first time. Compounds 7, and 12—15 can inhibit 100% the fluconazole-resistant strain of Candida albicans. Compound 11 has the best antifungal effect on Epidermophyton floccosum, MIC₅₀＝(0.07±0.004) μmol/L. Compound 11 has the best antifungal effect on Trichophyton rubrum, MIC₅₀＝(0.06±0.003) μmol/L. Compound 11 has the best antifungal effect on Microsporum gypseum, MIC₅₀＝(0.04 ± 0.001) μmol/L. The steroidal saponins in this plant have the potential to treat skin and invasive fungal infections.