Ghanadian Mustafa, Aghaei Mahmoud, Akhavan Roofigar Azadeh, Ayatollahi Seyed Abdulmajid
Isfahan Pharmaceutical Sciences Research Center, Isfahan University of Medical Sciences, Isfahan, Iran.
Phytochemistry Research Center, Shahid Beheshti University of Medical Sciences, Tehran, I.R. Iran.
Nat Prod Res. 2024 May 30:1-8. doi: 10.1080/14786419.2024.2358389.
Phytochemical analysis of aerial flowering parts of Bornm. ex Prokh. from Euphorbiaceae family (local name: Farfion-e-dandaneh-khari) led to the isolation of five diterpenes based on myrsinane backbone. Using HRESI-MS, 1D, and 2D NMR, they were identified as two previously unreported: 33,7,14,15(β)-tetraacetyl-5(α)-butanoyl-13α(17)epoxy-8,10(18)-myrsinadiene (), 7,14,15(β)-triacetyl-3(β),5(α)-dibutanoyl-13α(17)epoxy-8,10(18)-myrsinadiene (), and three known diterpenes: 3,7,14,15(β)-tetraacetyl-5(α)-propanoyl-13(17)-epoxy-8,10(18)-myrsinadiene (), and 3,7,10,14,15(β)-Pentaacetyl-5(α)-butanoyl-13,17-epoxy-8-myrsinene (), 3,7,10,14,15(β)-pentaacetyl-5(α)-propanoyl-13,17-epoxy-8-myrsinene (). Compound was previously reported in the roots of the same plant but without NMR data. Therefore, its mass pattern,H-, and C-NMR data are reported. The cytotoxicity and proapoptotic properties of - were evaluated against EJ-138 bladder carcinoma cells through standard 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay for cytotoxicity screening and annexin V-FITC/PI apoptosis detection kit. In the cytotoxicity assay, the IC values found against EJ-138 were: () 41.6 ± 3.54 μM; () 38.4 ± 2.54 μM; () 57.3 ± 5.4 μM, whilst the IC value of doxorubicin was 1.7 ± 0.3 μM, respectively. In apoptosis assay, total apoptosis of compounds - at higher concentrations (100 μM) were 57.6 ± 3.54, 46.3 ± 2.82, and 57.2 ± 4.35%, respectively.
对大戟科植物Bornm. ex Prokh.（当地名称：Farfion-e-dandaneh-khari）地上开花部分进行植物化学分析，基于紫金牛烷骨架分离出了五种二萜类化合物。通过高分辨电喷雾电离质谱（HRESI-MS）、一维和二维核磁共振（NMR），它们被鉴定为两种此前未报道的化合物：33,7,14,15(β)-四乙酰基-5(α)-丁酰基-13α(17)-环氧-8,10(18)-紫金牛二烯（）、7,14,15(β)-三乙酰基-3(β),5(α)-二丁酰基-13α(17)-环氧-8,10(18)-紫金牛二烯（），以及三种已知的二萜类化合物：3,7,14,15(β)-四乙酰基-5(α)-丙酰基-13(17)-环氧-8,10(18)-紫金牛二烯（）、3,7,10,14,15(β)-五乙酰基-5(α)-丁酰基-13,17-环氧-8-紫金牛烯（）、3,7,10,14,15(β)-五乙酰基-5(α)-丙酰基-13,17-环氧-8-紫金牛烯（）。化合物曾在同一植物的根部被报道过，但没有核磁共振数据。因此，报道了其质谱图、氢核磁共振（H-NMR）和碳核磁共振（C-NMR）数据。通过标准的3-(4,5-二甲基噻唑-2-基)-2,5-二苯基-2H-四氮唑溴盐（MTT）细胞毒性筛选试验和膜联蛋白V-异硫氰酸荧光素/碘化丙啶（annexin V-FITC/PI）凋亡检测试剂盒，对化合物 - 的细胞毒性和促凋亡特性进行了评估，评估对象为EJ-138膀胱癌细胞。在细胞毒性试验中，针对EJ-138细胞测得的半数抑制浓度（IC）值分别为：（）41.6 ± 3.54 μM；（）38.4 ± 2.54 μM；（）57.3 ± 5.4 μM，而阿霉素的IC值为1.7 ± 0.3 μM。在凋亡试验中，化合物 - 在较高浓度（100 μM）下的总凋亡率分别为57.6 ± 3.54%、46.3 ± 2.82%和57.2 ± 4.35%。
