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송영숙 ( Young-sook Song ),정봉열 ( Bong-yul Chung ),조완구 ( Wan-goo Cho ),강세훈 ( Seh-hoon Kang ) 대한화장품학회 2000 대한화장품학회지 Vol.26 No.1
A series of novel ascorbic acid derivatives, polyethoxylated ascorbic acid (PEAA) were synthesized by coupling ascorbic acid with polyethylene glycol (PEG) of two molecular weights (MW: 350 and 550) at the C-2 or C-3 hydroxyl group (2PEAA350, 3PEAA350, 2PEAA550, 3PEAA550) to increase the stability and retain the activity, as a skin whitening agent. Their stability, scavenging activity against free radical, inhibitoiy activity against tyrosinase and inhibitory activity of melanin synthesis in B16 melanoma cell of PEAAs were evaluated in vitro and compared with those of ascorbic acid and 3-O-ethyl ascorbic acid (30EAA), a known stable vitamin C derivative. Among PEAAs, 2PEAA350 and 2PEAA550 liad high scavenging activity against free radical, inhibitoiy activity against tyrosinase and inhibitoiy activity of melanogenesis but low stability. 3PEAA350 had high stability and moderate scavenging activity against free radical, inhibitoiy activity against tyrosinase and inhibitoiy activity of melanogenesis. The stability, scavenging activity against free radical and inhibitoiy activity of melanogenesis of 3PEAA350 were higher than those of 30EAA. The most stable 3PEAA350 among PEAAs was nontoxic in various toxicological tests. These results suggest that PEAA would be a good whitening agent for enhancing stability and bioavailability.