Research Article

Novel α-Mangostin Derivatives from Mangosteen (Garcinia mangostana L.) Peel Extract with Antioxidant and Anticancer Potential

Table 1

The structure-activity relationship of α-mangostin, its derivatives, and anticancer activity results.


α-MG derivativesPosition of reaction with α-mangostinCancer cell lineIC50 (µM)Ref.

11-Hydroxy-1-isomangostinCyclization at C-15 and OH of C-1HEY cell>20[56]
A549 cells>20

7-O-Demethyl mangostinCyclization at C-13 and OH of C-3U87 (malignant glioma)6.39[57]
SGC-7901 (gastric cancer)8.09
PC-3 (prostate cancer)6.21
H4607.84
PC12>50

β-MangostinMethyl group at -O- group of C-3DLD-1 cells8.1[58]
γ-MangostinOH group at C-7DLD-1 cells7.1

(E)-1-(3,7-Dimethylocta-2,6-dienyl)-3,6,8-trihydroxy-2-methoxy-7-(3-methylbut-2-enyl)-9H-xanthen-9-one (cowanin)2-Methylpent-2-ene (2-methyl-2-pentene) at C-19MCF714.8[52]
DLD-118.2
1-((E)-3,7-Dimethylocta-2,6-dienyl)-3,6,8-trihydroxy-7-((E)-4-hydroxy-3-methylbut-2-enyl)-2-methoxy-9H-xanthen-9-one (cowanol)2-Methylpent-2-ene (2-methyl-2-pentene) at C-19, and OH group at C-14MCF714.9
DLD-118.2

1-Hydroxy-7-methoxy-2,8-bis(3-methylbut-2-enyl)-9-oxo-9H-xanthene-3,6-diyl diacetate (1b)Acetylation at OH of C-3 and C-6HL-6011.92[59]
SMMC-772113.56
A-54911.60
MCF-716.65
SW48016.17
5,9-Dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-enyl)pyrano[3,2-b]xanthen-6(2H)-one (2k)Cyclization at C-12 and OH of C-3HL-6013.72
SMMC-772111.52
A-54911.47
MCF-716.80
SW48017.35
4,5-Dibromo-1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-enyl)-9H-xanthen-9-one (3e)Dibromo at C-4 and C-5HL-6014.87
SMMC-77213.98
A-54912.02
MCF-719.66
SW48021.29

Isopropyl mangostin (IPM)Isopropyl at C-6Cervical cancer34.84[60]
Di-O-Methyl mangostin (DMM)Dimethyl at OH groups of C-3 and C-6Cervical cancer15.57

α-MangostinMCF-748.47This work
NCI–H46047.72
HeLa60.61
Hep G265.48
1-Hydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9-oxo-9h-xanthene-3,6-diyl bis(2-bromobenzoate) (4)2-Bromobenzoyl chloride at C-3 and C-6MCF-79.99
NCI–H46010.40
HeLa8.79
Hep G210.76