Cyanidin 3-Sophoroside-5-Glucoside

Changes in anthocyanins and volatile components of purple sweet potato fermented alcoholic beverage during aging.[Pubmed:28888446]

Food Res Int. 2017 Oct;100(Pt 2):235-240.

Purple sweet potato was fermented into alcoholic beverage. By using LC-MS analysis, 12 types of anthocyanins were found in the purple sweet potato alcoholic beverage (PSPFAB); these were based on cyanidin and peonidin as aglycones. The anthocyanins in young PSPFAB mainly consisted of acylates. The acylated anthocyanins, however, degraded gradually with aging. Cyanidin 3-Sophoroside-5-Glucoside and peonidin 3-sophoroside-5-glucoside were found to be major anthocyanins in the PSPFAB after two years of aging. Moreover, 52 kinds of volatile components were detected in PSPFAB by GC-MS analysis. Alcohol and ester substances constituted a major proportion of these volatile components of PSPFAB. After two years of aging, levels of high-alcohols such as 1-pentanol remarkably decreased to below the detection limit, while the level of total esters increased significantly. Such variation of aromas enriched and improved the flavor of PSPFAB.

Acylated cyanidin 3-sophoroside-5-glucoside in purple-violet flowers of Moricandia arvensis (Brassicaceae).[Pubmed:25924529]

Nat Prod Commun. 2015 Mar;10(3):457-9.

A new acylated anthocyanin was isolated as a major pigment, along with a known anthocyanin (Moricandia arvensis anthocyanin 1: MAA-1), from a strain of Moricandia arvensis (Code No. MOR-ARV-3) with purple-violet flowers, and identified as cyanidin 3-O-[2-O-(2-O-(4-O-(6-O-(4-O-(beta-glucopyranosyl)-trans-caffeoyl)-beta-glucopyra nosyl)-trans-sinapoyl)-beta-glucopyranoside]-5-O-[6-O-(malonyl)-beta-glucopyranos ide].

Anthocyanins, hydroxycinnamic acid derivatives, and antioxidant activity in roots of different chinese purple-fleshed sweetpotato genotypes.[Pubmed:20524661]

J Agric Food Chem. 2010 Jul 14;58(13):7588-96.

Anthocyanins and hydroxycinnamic acid derivatives in the crude extracts of peel, flesh, and whole roots of 10 Chinese purple-fleshed sweetpotato genotypes were simultaneously characterized by liquid chromatography-photodiode array detector-atmospheric pressure chemical ionization-mass spectrometry (LC-PDA-APCI-MS), as well as their antioxidant activities were systematically investigated and compared. Major anthocyanins were identified as peonidin or Cyanidin 3-Sophoroside-5-Glucoside and their acylated derivatives, e.g., peonidin 3-sophoroside-5-glucoside, peonidin 3-(6''-p-feruloylsophoroside)-5-glucoside, and cyanidin 3-(6''-p-feruloylsophoroside)-5-glucoside, and main hydroxycinnamic acid derivatives were identified as mono- and dicaffeoylquinic acids (e.g., 5-O-caffeoylquinic acid and 3,5-di-O-caffeoylquinic acid) and caffeoyl-hexoside. These main phenolic compounds identified were important contributors to the total antioxidant capacity of the tested sweetpotato samples. Additionally, great variations in contents of both total and individual phenolic compounds as well as antioxidant activities between different genotypes and among various parts of the roots were observed. This study may provide value information for breeding new lines of Chinese purple-fleshed sweetpotato and also for quality control of bioactive components during production and processing.

Potential chemopreventive properties of anthocyanin-rich aqueous extracts from in vitro produced tissue of sweetpotato (Ipomoea batatas L.).[Pubmed:13129295]

J Agric Food Chem. 2003 Sep 24;51(20):5916-22.

Anthocyanin-rich aqueous extracts from cell suspension cultures of a high anthocyanin-producing sweetpotato PL (purple line) cell line grown under two different media conditions, MM (multiplication medium) and APM (high anthocyanin-producing medium) and from the cell line's donor tissue, field-grown storage root (SR) of sweetpotato, cv. Ayamurasaki, were evaluated for antioxidative (DPPH test), antimutagenic (Salmonella/reversion assay; mutagen, Trp-P-1), and antiproliferative (human promyelocytic leukaemia cells HL-60) activities. Both cell line extracts MM and APM exhibited higher radical scavenging activities (RSA), 3.8- and 1.4-fold, respectively, than the SR extract. The antimutagenic activity of all extracts was found to be dose-dependent. At a dose of 1 mg/plate, the highest activity exhibited APM (73% inhibition of Trp-P-1-induced reverse mutation of Salmonella typhimurium TA98), followed by MM (54% inhibition) and SR (36% inhibition). The MM extract was the strongest inhibitor of the proliferation of human promyelocytic leukemia cells. At a concentration of 1.6 mg/mL medium during 24 h, it suppressed the growth of 47% of HL-60 cells. A significantly lower growth suppression effect displayed APM and SR extracts (21 and 25%, respectively). Total anthocyanin levels and anthocyanin composition in evaluated samples seem to be related to their activities. The MM extract, which exhibited the highest RSA and antiproliferation activities, contained the highest level of anthocyanins. Among them, nonacylated Cyanidin 3-Sophoroside-5-Glucoside dominated. It is speculated that the presence of this anthocyanin contributed toward enhanced activities of MM extract.

An acylated cyanidin 3-sophoroside-5-glucoside in the violet-blue flowers of Pharbitis nil.[Pubmed:7763602]

Phytochemistry. 1993 May;33(1):245-7.

A new acylated anthocyanin was isolated from the violet-blue flowers of Pharbitis nil as a minor anthocyanin. The structure of this pigment was determined to be cyanidin 3-O-(2-O-(beta-D-glucopyranosyl)-6-O-(trans-4-O-(beta-D- glucopyranosyl)caffeyl)-beta-D-glucopyranosyl)-5-O-(beta-D-glucopyranosi de) based on spectroscopic methods.