Abstract
A phytochemical investigation of the leaves of Annona reticulata led to the isolation and structural determination of β-sitosterol (1), ent-pimara-8(14),15-dien-19-oic acid (2), ent-pimara- 8(14),15-dien-19-ol (3), quercetin (4), quercetin 3-O-α-L-arabinopyranoside (5), and a mixture of quercetin 3-O-β-D-galactopyranoside (6a) and quercetin 3-O-β-D-glucopyranoside (6b). Of these, compounds 2 and 3 were isolated from the genus Annona for the first time. Compound 3 showed strong cytotoxicity against SK-LU-1 and SW626 cell lines with IC50 values of 17.64 ± 1.07 and 19.79 ± 1.41 μg mL-1, respectively.
Keywords: Annona reticulata, Annonaceae, pimarane-type diterpene, flavonoid, cytotoxicity, SK-LU-1, SW626.
Graphical Abstract
[http://dx.doi.org/10.3390/ijms19061578]
[http://dx.doi.org/10.1016/S0040-4020(01)87082-4]
[http://dx.doi.org/10.1016/j.jtcme.2015.04.001] [PMID: 26151026]
[http://dx.doi.org/10.1016/j.jep.2018.06.014] [PMID: 29933016]
[http://dx.doi.org/10.1055/s-2006-959771] [PMID: 17230372]
[http://dx.doi.org/10.1080/10575639408043915]
[http://dx.doi.org/10.3390/molecules18044477] [PMID: 23591927]
[http://dx.doi.org/10.1007/BF02236293]
[http://dx.doi.org/10.1016/j.ejphar.2008.10.012] [PMID: 18938152]
[http://dx.doi.org/10.1016/0040-4039(76)90017-4]
[http://dx.doi.org/10.3390/molecules15117933] [PMID: 21060300]
[http://dx.doi.org/10.1016/S0367-326X(00)00145-3] [PMID: 10925029]
[http://dx.doi.org/10.1590/S0100-40422012000600010]
[http://dx.doi.org/10.1002/ptr.1894] [PMID: 16619343]
[http://dx.doi.org/10.1055/s-0030-1270960] [PMID: 21472652]
[http://dx.doi.org/10.1016/S0031-9422(02)00611-8] [PMID: 12560027]
[http://dx.doi.org/10.1093/jnci/83.11.757] [PMID: 2041050]
[http://dx.doi.org/10.1016/j.bmcl.2015.05.066] [PMID: 26077495]
[http://dx.doi.org/10.1007/BF02969263] [PMID: 16903073]
[http://dx.doi.org/10.1007/BF02977364] [PMID: 18087808]
[http://dx.doi.org/10.4103/0250-474X.174980] [PMID: 26997711]
[http://dx.doi.org/10.1002/hlca.201500221]
[http://dx.doi.org/10.1271/bbb.63.896] [PMID: 10380632]
[http://dx.doi.org/10.1021/jf020121d] [PMID: 12358447]
[http://dx.doi.org/10.3892/ijo.2015.2931] [PMID: 25776829]
[http://dx.doi.org/10.1016/j.ejphar.2004.09.012] [PMID: 15476745]