58822-47-2

Secoxyloganin is a secoiridoid glycoside that has been found in L. japonica and has diverse biological activities. It is active against E. coli and S. aureus in a disc assay when used at a concentration of 2 mg/disc. Secoxyloganin is cytotoxic to human dermal fibroblasts (IC₅₀ = 78.1 μM). In vivo, secoxyloganin (10 mg/ml) prevents hen egg white lysozyme-induced decreases in tail vein blood flow, a marker of allergic inflammation, in hen egg white lysozyme-sensitized mice.

Light brown amorphous powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from the Caprifoliaceae plant honeysuckle or honeysuckle.

Secoxyloganin is a component of Poraqueiba sericea stems and may be used for its cytotoxic activity.

ChEBI: Secoxyloganin is a secoiridoid glycoside that is [(2R,3R,4S)-2-hydroxy-5-(methoxycarbonyl)-3-vinyl-3,4-dihydro-2H-pyran-4-yl]acetic acid in which the anometric hydroxy group has been converted to the corresponding beta-D-glucoside. It has been isolated from several plant species and exhibits antioxidant and anti-allergic properties. It has a role as a plant metabolite, an antioxidant and an anti-allergic agent. It is a methyl ester, a member of pyrans, an enoate ester, a beta-D-glucoside, a monosaccharide derivative, a dicarboxylic acid monoester and a secoiridoid glycoside. It is a conjugate acid of a secoxyloganin(1-).

[1] JIANHUA XIONG. Screening and identification of the antibacterial bioactive compounds from Lonicera japonica Thunb. leaves[J]. Food Chemistry, 2013, 138 1: Pages 327-333. DOI: 10.1016/j.foodchem.2012.10.127
[2] ILHEM ZEBIRI . Biological activities of triterpenoids from Poraqueiba sericea stems[J]. Natural Product Research, 2017, 31 11: Pages 1333-1338. DOI: 10.1080/14786419.2016.1241998
[3] HISAE OKU. Allergy-preventive effects of chlorogenic acid and iridoid derivatives from flower buds of Lonicera japonica.[J]. Biological & pharmaceutical bulletin, 2011, 34 8: 1330-1333. DOI: 10.1248/bpb.34.1330