Tigloylgomisin P
(Synonyms: 巴豆酰戈米辛P) 目录号 : GC64221
Tigloylgomisin P 是一种木质素,具有抗 HIV 活性,EC50 为 37 μM。Tigloylgomisin P 具有抗癌作用。
Cas No.:69176-51-8
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Tigloylgomisin P, a lignin, has anti-HIV activity with an EC50 of 37 μM. Tigloylgomisin P has anticancer effect[1][2].
Tigloylgomisin P displays weak cytotoxicity against A549 cells (GI50=18.77 μM), epidermoid carcinoma of the nasopharynx (KB; GI50=13.91 μM)[1].
[1]. Yan Lu, et al. Cytotoxic and potential anticancer constituents from the stems of Schisandra pubescens. Pharm Biol. 2013 Sep;51(9):1204-7.
[2]. Min Chen, et al. Rubrisandrins A and B, lignans and related anti-HIV compounds from Schisandra rubriflora. J Nat Prod. 2006 Dec;69(12):1697-701.
Cas No. | 69176-51-8 | SDF | Download SDF |
别名 | 巴豆酰戈米辛P | ||
分子式 | C28H34O9 | 分子量 | 514.56 |
溶解度 | 储存条件 | Store at -20°C, sealed storage, away from moisture and light | |
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1 mg | 5 mg | 10 mg |
1 mM | 1.9434 mL | 9.717 mL | 19.4341 mL |
5 mM | 0.3887 mL | 1.9434 mL | 3.8868 mL |
10 mM | 0.1943 mL | 0.9717 mL | 1.9434 mL |
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Cytotoxic and potential anticancer constituents from the stems of Schisandra pubescens
Pharm Biol 2013 Sep;51(9):1204-7.PMID:23883077DOI:10.3109/13880209.2013.818039.
Context: The diethyl ether extract of the stems of Schisandra pubescens Hemsl. et Wils. (Schisandraceae) was found to exhibit cytotoxic activity in vitro. However, investigations of the bioactive constituents of this plant have been very limited. Objective: Elucidation of the cytotoxic constituents of S. pubescens was performed. Methods: Repeated silica gel column chromatography and preparative TLC were used for the chemical investigation of the diethyl ether extract of S. pubescens stems. All isolates were evaluated for their in vitro cytotoxicity against A549, PC-3, KB and KBvin human cancer cell lines. Results: Nine known compounds were obtained, including four lignans, epischisandrone (1), Tigloylgomisin P (2), cagayanone (3) and (-)-gomisin L₂ (4), together with five triterpenoids, micranoic acid B (5), lancifodilactone H (6), coccinic acid (7), schisanlactone B (8) and anwuweizonic acid (9). Compounds 2-6 and 8 showed moderate to marginal cytotoxicity, with GI₅₀ values of 11.83-35.65 μM. Conclusion: The isolation of 1-9 from S. pubescens and the cytotoxicities of 3-6 are first reported. Compounds 2-6 and 8 could be the active principles responsible for the anticancer effects of S. pubescens.
Dibenzocyclooctadiene lignans overcome drug resistance in lung cancer cells--study of structure-activity relationship
Toxicol In Vitro 2009 Sep;23(6):1047-54.PMID:19531378DOI:10.1016/j.tiv.2009.06.008.
A panel of nine dibenzo[a,c]cyclooctadiene lignans, schizandrin, gomisin A, gomisin N, gomisin J, angeloylgomisin H, Tigloylgomisin P, deoxyschizandrin, gamma-schizandrin and wuweizisu C was examined for their effect on multidrug resistance, as well as their anti-proliferative activities. COR-L23/R, a multidrug resistant sub-line, which has been reported to over-express multidrug resistance-associated protein (MRP1), was used for the experiments together with its parent cell line COR-L23 (human lung cell carcinoma). We found that lignans deoxyschizandrin and gamma-schizandrin at relatively non-toxic concentrations restored the cytotoxic action of doxorubicin to COR-L23/R cells. Deoxyschizandrin and gamma-schizandrin also significantly enhanced the accumulation of doxorubicin in drug resistant cells. Both lignans alone had no effect on the cell cycle; however, when combined with sub-toxic doses of doxorubicin, they induced cell cycle arrest in the G2/M phase, which is typical for toxic doses of doxorubicin. Our results suggest that deoxyschizandrin and gamma-schizandrin potentiate the cytotoxic effect of doxorubicin in doxorubicin resistant lung cancer cells COR-L23/R by increasing the accumulation of doxorubicin inside the cells. The common structural feature of both active lignans is the R-biaryl configuration and the absence of a hydroxy group at C-8. Unlike the reversal effect, the cytotoxicity of lignans with the R-biaryl configuration was similar to that observed for lignans with the S-biaryl configuration.
Schisanwilsonins H and I, two new dibenzocyclooctane lignans from the fruits of Schisandra wilsoniana
J Asian Nat Prod Res 2023 Jan;25(1):11-17.PMID:35350929DOI:10.1080/10286020.2022.2054806.
Two new dibenzocyclooctane lignans, schisanwilsonins H (1) and I (2), together with eight known compounds gomisin J (3), wulignan A1 (4), gomisin S (5), Tigloylgomisin P (6), gomisin O (7), (-)-gomisin K1 (8), rubschisantherin (9) and wuweizisu C (10) were isolated from the 95% ethanol extract of the fruits of Schisandra wilsoniana. 7 exhibited anti-HBV activity with potency against HBsAg and HBeAg secretion by 37.1% and 32.6%, respectively, at 50 μg/ml. 10 exhibited anti-HIV activity with EC50 and therapeutic index (TI) values of 2.10 μg/ml and 11.98, respectively.
Rubrisandrins A and B, lignans and related anti-HIV compounds from Schisandra rubriflora
J Nat Prod 2006 Dec;69(12):1697-701.PMID:17190445DOI:10.1021/np060239e.
Bioactivity-directed fractionation of an ethanolic extract of the fruits of Schisandra rubriflora led to the isolation and identification of dibenzocyclooctadiene lignans including the new lignans rubrisandrins A (1a + 1b) and B (2) and the known lignans gomisin J (3), (+/-)-gomisin M1 (4), (+)-gomisin M2 (5), schisanhenol (6), deoxyschisandrin, schisantherin B, schisandrin, Tigloylgomisin P, gomisin O, angeloylgomisin P, and epigomisin O. Their structure and stereochemistry were determined by spectroscopic methods, including 2D-NMR techniques. Compounds 1 and 3-6 were active as anti-HIV agents. (+/-)-Gomisin M1 (4) exhibited the most potent anti-HIV activity, with EC50 and therapeutic index (TI) values of <0.65 microM and >68, respectively.
[Studies on chemical constituents of Schisandra propinqua (Wall.) Hook. f. et Thoms]
Zhongguo Zhong Yao Za Zhi 2001 Oct;26(10):694-7.PMID:12776319doi
Objective: To isolate and characterize compounds from the stems of Schisandra propinqua. Method: Extracting with solvent, isolating by column chromatography and identifying by the spectroscopic methods. Result: Six dibenzocyclooctadiene lignans were isolated and identified as Tigloylgomisin P(1), angeloylgomisin O(2), angeloylisogomisin O(3), kadsulignan L(4), (+/-) 5,8-epoxyl-6, 7-dimethyl-2',3',2",3"-dimethylenedioxy-4', 1"-dimethyl-1,2:3,4-dibenzo-1, 3-cyclooctadiene(5) and wuweizisu C(6). Conclusion: Compounds 4 and 5 were the first two dibenzocyclooctadiene lignans with an 6,9-epoxy bridge cycle discovered in the genus Schisandra. The others were originally isolated from S. propinqua.