The Constituents of the Stems of Cissus assamica and Their Bioactivities

Abstract

Fifty-five compounds were isolated from the fresh stems of Cissus assamica, including 14 benzenoids, 11 triterpenes, nine steroids, five tocopherols, five chlorophylls, four flavonoids, two benzoquinones, two tannins, and three other compounds. Their structures were constructed by 1D and 2D nuclear magnetic resonance (NMR) and mass spectral data, and were also identified by a comparison of their spectral data with those reported in the literature. Among these isolates, 1,2-bis-(5-γ-tocopheryl) ethane (51) was reported for the first time from natural sources. Some purified compounds were examined for their anti-inflammatory and anticancer bioactivities. The results indicated that betulinic acid (16) exhibited strong inhibition of superoxide anion generation with IC50 value of 0.2 ± 0.1 μM, while betulinic acid (16) and pheophytin-a (47) inhibited elastase release with IC50 value of 2.7 ± 0.3 and 5.3 ± 1.0 μM, respectively. In addition, betulinic acid (16) and epi-glut-5(6)-en-ol (18) exhibited potential cytotoxicity to non-small-cell lung carcinoma (NCI-H226) and colon cancer (HCT-116) cell lines with IC50 values in the range of 1.6 to 9.1 μM.

Greenwaylactams A, B and C, the First Group of Sesquiterpene Alkaloids with an Eight‐Membered Lactam Ring from Greenwayodendron oliveri

“…NMR spectroscopic and mass spectrometric data of further compounds matched those of previously reported diacetylpolyveoline ( 4 ), N ‐acetyl‐8α‐polyveolinone ( 5 ) and methyl pheophorbide‐A ( 6 ) (Figure S1) [3,9] . It is worth mentioning that compound 4 was previously reported as a hemi‐synthetic product, [3] and is herein reported for the first time from a natural source.…”

Phytochemical Profiling and Compound Isolation of Cissus rhombifolia Vahl. Leaves Aqueous Methanolic Extract with the Evaluation of Its Anti‐Inflammatory Effect Using Lipopolysaccharide‐Induced Inflammation in RAW 264.7 Cells

“…They were previously reported in the C. trifoliata stem extract, C. assamica stem extract and C. rotundifolia aerial parts extract, respectively. [8,29,30] The identified alcohols were hydroxy phenyl ethanol hexoside (13) and methoxy phenethyl alcohol hexoside (16). They were previously reported in C. quadrangularis L. stem extract using LC-QToF analysis.…”

“…But the related compounds like protocatechuic acid hexoside and quinic acid were previously reported in C. trifoliata stem extract and C. rotundifolia aerial parts extract, respectively. [8,26] The identified flavonoids were hesperidin (8), quercitrin (9), quercetin (11), dihydrokaempferol (12), epigallocatechin (14), bergenin (15), epiafzelechin (17), vitexin (18), orientin (19), isohemiphloin (20), isovitexin (21), catechin (25), ononin (30), apigenin (31), isoschaftoside (32), kaempferol hexoside (33), naringenin (35) and myricetin (38). Quercitrin, quercetin, vitexin, orientin, isovitexin, catechin, isoschaftoside and myricetin were previously reported in C. quadrangularis L. stem extract using LC-QToF analysis.…”

Bioassay-Guided Identification of the Antiproliferative Compounds of Cissus trifoliata and the Transcriptomic Effect of Resveratrol in Prostate Cancer Pc3 Cells

“…The hydroalcoholic leaf extract from C. sicyoides showed inhibition of Ehrlich carcinoma in mice and the bioactivity was related to the content of sitosterol and resveratrol [ 22 ]. Some of the constituents of the bioactive fraction of C. trifoliata have been isolated from the stems of other species of the genus Cissus , such as ursolic and betulic acids in C. assamica [ 23 ] and apigenin in C. digitata [ 24 ], whereas kaempferol [ 25 ] and resveratrol have been found in C. quadrangularis [ 26 ]. The plants from the genus Cissus belong to the family Vitaceae [ 27 ], hence it is expected that the bioassay-guided study of the stems of Vitis vinifera against MCF7 cells would have similar results.…”