3-Acetyl betulinaldehyde is a triterpene and derivative of the cholesterol biosynthesis inhibitor betulin that has been found inA. japonica.1It is an intermediate in the synthesis of 3-acetylbetulinic acid, as well as various lupine and germanicane triterpenes and saponins with anticancer activity.2 1.Tung, N.H., Kwon, H.-J., Kim, J.-H., et al.An anti-influenza component of the bark of Alnus japonicaArch. Pharm. Res.33(3)363-367(2010) 2.Thibeault, D., Gauthier, C., Legault, J., et al.Synthesis and structure-activity relationship study of cytotoxic germanicane- and lupane-type 3β-O-monodesmosidic saponins starting from betulinBioorg. Med. Chem.15(18)6144-6157(2007)
28-Acetylbetulin is a lupane triterpenoid and derivative of the cholesterol biosynthesis inhibitor betulin that has been found inM. chiapensisand has anti-inflammatory and anticancer activities.1,2It inhibits LPS-induced nitric oxide (NO) and prostaglandin E2production by 55.9 and 69.5%, respectively, in RAW 264.7 cells (IC50s = 4.7 and 1.7 μM, respectively).128-Acetylbetulin induces cytotoxicity in a variety of cancer cells, including A549, HT-29, and MCF-7 cells (IC50s = 14.37, 10.96, and 11.38 μM, respectively).2
Betulinic aldehyde oxime is a pentacyclic triterpenoid and derivative of the cholesterol biosynthesis inhibitor betulin .1It is active againstE. aerogenes,E. coli,E. faecalis,P. aeruginosa,S. aureus, andC. albicans, as well asL. donovaniamastigotes, when used at a concentration of 50 μM.1,2Betulinic aldehyde oxime (50 μM) is cytotoxic to Huh7 hepatocellular carcinoma cells.2
2,3-Indolobetulin is a pentacyclic triterpenoid and derivative of betulin .1It has been used in the synthesis of α-glucosidase inhibitors. 1.Khusnutdinova, E.F., Smirnova, I.E., Kazakova, O.B., et al.Synthesis and evaluation of 2,3-indolotriterpenoids as new α-glucosidase inhibitorsMed. Chem. Res.262732-2742(2017)
28-Deoxybetulin methyleneamine is a pentacyclic triterpenoid and derivative of the cholesterol biosynthesis inhibitor betulin .1It has been used in the synthesis of triterpene derivatives with antiviral activity. 1.Nitz, T.J., Montalbetti, C., Mears, R., et al.Extended Triterpene Derivatives(2008)
3-Oxobetulin acetate is a derivative of the cholesterol biosynthesis inhibitor betulin. It inhibits the growth of P388 murine lymphocytic leukemia cells (EC50 = 0.12 µg ml), as well as human MCF-7 breast, SF-268 CNS, H460 lung, and KM20L2 colon cancer cells (GI50s = 8, 10.6, 5.2, and 12.7 µg ml, respectively), but not BxPC-3 pancreas or DU145 prostate cancer cells (GI50s = >10 µg ml for both). 3-Oxobetulin acetate inhibits replication of X4 tropic recombinant HIV (NL4.3-Ren) in MT-2 lymphoblastoid cells (IC50 = 13.4 µM). It is also active against L. donovani amastigotes when used at a concentration of 50 µM.
2,3-Indolobetulinic glycine amide is a pentacyclic triterpene and derivative of betulinic acid .1It has been used in the synthesis of betulinic acid derivatives with anticancer activity. 1.Kumar, V., Rani, N., Aggarwal, P., et al.Synthesis and cytotoxic activity of heterocyclic ring-substituted betulinic acid derivativesBioorg. Med. Chem. Lett.18(18)5058-5062(2008)
Betulinic acid propargyl ester is a pentacyclic lupane triterpene and alkyne derivative of betulinic acid .1,2It has been used in click chemistry reactions for the synthesis of cytotoxic anticancer betulinic acid derivatives.
Betulinic glycine amide, a pentacyclic triterpenoid derivative of betulinic acid, serves as a precursor for synthesizing derivatives with anticancer and antiviral activity.
Betulinic acid methyl ester showed antiplasmodial activity against chloroquine-resistant Plasmodium falciparum parasites in vitro.It also inhibited B16 2F2 cell proliferation by induction of apoptosis.