Tephorosia purpureasubsp.apollineawas extracted with methanol and n-hexane to obtain sub-fractions. The chemical compounds identified with GC-MS and HPLC inT. purpureasubsp.apollineaextracts showed antioxidant and anticancer properties. The antioxidant and anticancer activities were investigated using DDPH and ABTS assays, and MTT assay, respectively. Stigmasta-5,24(28)-dien-3-ol, (3 β,24Z)-, 9,12,15-octadecatrienoic acid methyl ester, phytol, chlorogenic acid, and quercetin were the major chemical compounds detected inT. purpureasubsp.apollinea.These compounds possessed antioxidant and anticancer properties. The methanol extract showed antioxidant properties with DDPH and ABTS radical scavenging of 84% and 94%, respectively, relative to ascorbic acid and trolox. The anticancer effects ofT. purpureasubsp.apollineaagainst the cancer cell lines MCF7 (IC50= 102.8 ± 0.6 μg/mL), MG63 (IC50= 118.3 ± 2.5 μg/mL), T47D (IC50= 114.7 ± 1.0 μg/mL), HeLa (IC50= 196.3 ± 2.3 μg/mL), and PC3 (IC50= 117.7 ± 1.1 μg/mL) were greater than its anticancer effects against U379 (IC50= 248.4 ± 7.5 μg/mL). However, it had no adverse effects on the normal cells (WI38) (IC50= 242.9 ± 1.8 μg/mL). Therefore, the major active constituents presented inT. purpureasubsp.apollineacan be isolated and studied for their potential antioxidant and anticancer effects against breast, cervical, and prostate cancers and osteosarcoma.