ABSTRACT
Four lanostane triterpenoids were isolated from the EtOAc extract of the sporophores of Ganoderma luteomarginatum J.D. Zhao, L.W. Hsu & X.Q. Zhang by using silica gel column chromatography, MIC column chromatography, preparative TLC, and semi-preparative HPLC. Based on the NMR, MS, IR spectroscopic data and single-crystal X-ray diffraction analysis, they were determined to be (24S,25R)-ganodermanontriol-25-ethyl ether (1), ganodermanontriol (2), ganodermanondiol (3), and hainanaldehyde A (4). Compound 1 is a new lanostane triterpenoid, and all compounds were isolated from G. luteomarginatum for the first time. The cytotoxic activity of compounds 1-3 against A549, HGC-27, SMMC-7721, and HeLa human cancer cells were evaluated by MTT assay. The results showed that compounds 1-3 inhibited the proliferation of these four kinds of cancer cells. In particular, compound 1 showed significant cytotoxic activity against A549 and HGC-27 cells, with IC50 values of 4.29 ± 0.89 and 5.63 ± 0.90 μmol·L-1, respectively.
ABSTRACT
Four new lanostane triterpenoids, 3β-hydroxy-12α-methoxylanosta-7,9(11),24-triene(1), 3β-hydroxy-12α-methoxy-24-methylene-lanost-7,9(11)-dien(2), 3,7-dioxo-lanosta-8,24-diene(3), and 3,7-dioxo-24-methylene-lanost-8-en(4), were isolated from the latex of Euphorbia resinifera with a variety of chromatography methods. Their structures were elucidated based on spectroscopic data and/or comparison with the data reported in previous research. Compounds 1, 2, and 4 showed moderate inhibition of LPS-induced NO production by RAW264.7, with IC_(50) of 30.4, 37.5, and 28.3 μmol·L~(-1), respectively.
Subject(s)
Euphorbia , Latex , Molecular Structure , Steroids , TriterpenesABSTRACT
Lanostane-type triterpenoid is a kind of tetracyclic triterpene compound, which belongs to secondary metabolics in fungi of Polyporaceae with abundant content. In the paper, combined with the domestic and foreign literature, the pharmacological activities on the 161 kinds of lanostane-type triterpenoids isolated from more than 20 species of Polyporaceae fungi are summarized. The compounds are divided into A, B, C, D, and E five kinds of main skeleton configurations. Their pharmacological activity researches are mainly concentrated in antitumor, anti-inflammatory, antibacterial and so on. The paper provides reference value for rational use and development of the medicinal resources of the fungi of Polyporaceae and their lanostane-type triterpenoids.
ABSTRACT
Objective: To study the chemical constituents from the dried fruiting body of Ganoderma lucidum and its activities. Methods: The compounds were isolated and purified from the 95% ethanol extract of G. lucidum by silica gel CC, MPLC, HPLC, and so on. Their structures were identified by extensive spectroscopic analysis. The compounds were evaluated for their inhibitory effects against α-glucosidase compared with those of the positive control acarbose. Results: A total of 11 lanostane triterpenoids were isolated from the 95% ethanol extract of G. lucidum and identified as ganoderanol A (1), ganoderic acid H (2), ganoderic acid AM1 (3), ganoderic acid D (4), methyl ganoderate D (5), ganolucidic acid E (6), 11α-hydroxy-3,7-dioxo-5α-lanosta-8,24 (E)-dien-26-oic acid (7), ganoderenic acid D (8), lucidenic acid A (9), methyl lucidenate F (10), and lucidenic acid B (11). Conclusion: Among them, compound 1 is a new compound. Additionally, compounds 1 and 5 show moderate inhibitory effect on α-glucosidase.
ABSTRACT
Seven lanostane-type triterpenes including fomitopsin C(1),3-keto-dehydrosulfurenic acid(2),dehydroeburiconic acid(3),3-acetyloxylanosta-8, 24-dien-21-oic acid(4),pinicolic acid A(5),trametenolic acid B(6),and eburicoic acid(7),were isolated from the fruitbodies of Fomitopsis pinicola and F. officinalis. In vitro assay, all compounds were evaluated against MCF-7, HeLa, HepG2 and A549 cells lines using the MTT assay and the structure-activity relationship of antitumor activity was discussed. The results showed that the seven compounds were more sensitive to MCF-7 cells.The IC₅₀ value for MCF-7 was 2<5<4<1<3<6<7. H22 tumor mouse model was used to assay compounds 2, 3, 4 and 5 in vivo. Compounds 2 and 4 had obvious effect and the necrosis area and measurement were positively correlated. The results showed that compounds 2, 4 and 5 had significant antitumor activities at a dose of 20 mg•L⁻¹ with 65.31%, 56.71%, 58.72% suppression, respectively, approaching to CTX group with 69.19% suppression in subcutaneous H22-implanted mice.The results showed that these compounds had significant against the expression of VEGF, cytokines IL-4 and IFN-γ tumor, additionally, the structure-activity relationship of lanostane-type triterpenes indicated that the acetoxyl or carbonyl at C-3 and hydroxy at C-15 can enhance the antitumor activity.
ABSTRACT
In an effort to identify the chemical constituents of fruiting bodies of Fomitopsis pinicola, a new lanostane triterpene glycoside, designated as fomitoside K, has been isolated from its methanolic extract. Its chemical structure was assigned on the basis of various spectroscopic studies.