1617-70-5Relevant articles and documents
Synthesis of betulinic acid from betulin extract and study of the antiviral and antiulcer activity of some related terpenoids
Flekhter,Nigmatullina,Baltina,Karachurina,Galin,Zarudii,Tolstikov,Boreko,Pavlova,Nikolaeva,Savinova
, p. 484 - 487 (2002)
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Antidyslipidemic and antioxidant effects of novel lupeol-derived chalcones
Srivastava, Shishir,Sonkar, Ravi,Mishra, Sunil Kumar,Tiwari, Avinash,Balramnavar, Vishal,Mir, Snober,Bhatia, Gitika,Saxena, Anil K.,Lakshmi, Vijai
, p. 1017 - 1027 (2013)
A series of Lupeol-based chalcones have been synthesized aiming to enhance the therapeutic efficacy of parent compound, the novel compounds were evaluated for their antidyslipidemic activity in triton-WR 1339 induced hyperlipidemic rats. Among the ten synthesized chalcones, the most active K4, K8, and K9 reversed the plasma levels of TC by (24, 25, 27 %), phospholipid by (25, 26, 25 %) and triacylglycerol by (27, 24, 24 %) respectively. In addition, the compounds showed significant in vitro antioxidant activity. The lipid lowering activity of these compounds were mediated through lipoprotein lipase activation (12-21 %) and enhanced post-heparin lipolytic activity (15-16 %). The compounds also displayed noteworthy inhibitory effect on 3-hydroxy-3-methyl-glutaryl reductase activity (in vitro). The in vitro effect of the most active compounds on MDI-induced adipogenesis using 3T3-L1 preadipocytes at 10 and 20 μM concentrations showed significant inhibition (20-32 %) of adipogenesis.
The synthesis and the anti-inflammatory and antiulcer activities of a number of 2-substituted derivatives of betulonic acid, methylbetulone, and lupenone
Flekhter,Nigmatullina,Karachurina,Baltina,Zarudii,Davydova,Galin,Tolstikov
, p. 588 - 591 (2000)
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A new 3,4-seco-lupane derivative from Lasianthus gardneri
Dallavalle, Sabrina,Jayasinghe, Lalith,Kumarihamy,Merlini, Lucio,Musso, Loana,Scaglioni, Leonardo
, p. 911 - 913 (2004)
A new seco-ring A lupane triterpene derivative (1), along with lupenone, lupeol, β-sitosterol, ursolic acid, and stigmasterol 3-O-β -D-glucoside, were isolated from a methanol extract of mature stems of Lasianthus gardneri, a shrub from the family Rubiaceae growing in Sri Lanka. The structure and stereochemistry of the new compound were determined using a combination of 13C and 1H homo- and heteronuclear 2D NMR experiments and from mass spectral data. The structure of 1 was confirmed by partial synthesis from lupeol.
Design and synthesis of new lupeol derivatives and their α-glucosidase inhibitory and cytotoxic activities
Phan, Hoang-Vinh-Truong,Duong, Thuc-Huy,Pham, Duc-Dung,Pham, Hoang-Anh,Nguyen, Van-Kieu,Nguyen, Thi-Phuong,Nguyen, Huu-Hung,Nguyen, Ngoc-Hong,Sam-ang, Pornpat,Phontree, Kiettipum,Sichaem, Jirapast
, p. 1 - 7 (2020/05/13)
A series of lupeol derivatives 2, 2a-2f, 2a-2h, 3a-3e, and 4a-4b were designed, synthesised and evaluated for their α-glucosidase inhibitory and cytotoxic activities. Among synthetic derivatives, lupeol analogues 2b and 2e containing a benzylidene chain exhibited the best activity against α-glucosidase and superior to the positive agent with the IC50 values of 29.4 ± 1.33 and 20.1 ± 0.91 μM, respectively. Lupeol analogues 2d and 3a showed weak cytotoxicity against K562 cell line with the IC50 values of 76.6 ± 2.40 and 94.4 ± 1.51 μM, respectively.
Synthesis of new heterocyclic lupeol derivatives as nitric oxide and pro-inflammatory cytokine inhibitors
Bhandari, Pamita,Patel, Neeraj Kumar,Bhutani, Kamlesh Kumar
supporting information, p. 3596 - 3599 (2014/07/22)
A series of heterocyclic derivatives including indoles, pyrazines along with oximes and esters were synthesized from lupeol and evaluated for anti-inflammatory activity through inhibition of lipopolysaccharide (LPS) induced nitric oxide (NO) production in RAW 264.7 and J774A.1 cells. All the synthesized molecules of lupeol were found to be more active in inhibiting NO production with an IC50 of 18.4-48.7 μM in both the cell lines when compared to the specific nitric oxide synthase (NOS) inhibitor, L-NAME (IC50 = 69.21 and 73.18 μM on RAW 264.7 and J774A.1 cells, respectively). The halogen substitution at phenyl ring of indole moiety leads to potent inhibition of NO production with half maximal concentration ranging from 18.4 to 41.7 μM. Furthermore, alkyl (11, 12) and p-bromo/iodo (15, 16) substituted compounds at a concentration of 20 μg/mL exhibited mild inhibition (29-42%) of LPS-induced tumor necrosis factor alpha (TNF-α) and weak inhibition (10-22%) towards interleukin 1-beta (IL-1β) production in both the cell lines. All the derivatives were found to be non-cytotoxic when tested at their IC50 (μM). These findings suggest that the derivatives of lupeol could be a lead to potent inhibitors of NO.
