Assimopoulou A N, Papageorgiou V P
Organic Chemistry Laboratory, Department of Chemical Engineering, Aristotle University of Thessaloniki, Greece.
Phytother Res. 2005 Feb;19(2):141-7. doi: 10.1002/ptr.1645.
Alkannin and shikonin (A[sol ]S) are pharmaceutical substances with a wide spectrum of biological properties. Radical scavenging activity is involved in aging processes, antiinssammatory, anticancer and wound healing activities. Hence, in the present study the DPPH radical scavenging activity of alkannin and shikonin, both monomeric and oligomeric, and extracts of Alkanna tinctoria roots were studied and a structure-activity relationship was approximated. It was shown that both monomeric and oligomeric alkannin and shikonin and also A[sol ]S esters exhibited extremely high radical scavenging activity. The presence of the naphthoquinone moiety seems to be essential for that activity, while the side chain of A[sol ]S possibly plays a minor role. Esterification of A[sol ]S on the side chain hydroxyl group does not affect radical scavenging activity. Organic solvents and olive oil (extracted at room temperature) extracts of Alkanna tinctoria roots, which contain as active ingredients A[sol ]S esters, exhibited very good antiradical activity. Alkannin and shikonin and their esters and also extracts of Alkanna tinctoria roots could be used promisingly in pharmaceutical and cosmetic preparations for their radical scavenging activity and probably for their antiaging activity.
紫朱草素和紫草素(A[S])是具有广泛生物学特性的药物物质。自由基清除活性涉及衰老过程、抗炎、抗癌和伤口愈合活性。因此,在本研究中,对紫朱草素和紫草素(单体和低聚物形式)以及紫朱草根提取物的DPPH自由基清除活性进行了研究,并近似得出了构效关系。结果表明,单体和低聚紫朱草素、紫草素以及A[S]酯均表现出极高的自由基清除活性。萘醌部分的存在似乎对该活性至关重要,而A[S]的侧链可能起次要作用。A[S]侧链羟基的酯化不影响自由基清除活性。紫朱草根的有机溶剂提取物和橄榄油提取物(室温下提取)含有A[S]酯作为活性成分,表现出非常好的抗自由基活性。紫朱草素、紫草素及其酯以及紫朱草根提取物因其自由基清除活性以及可能的抗衰老活性,有望用于药物和化妆品制剂中。