58970-75-5

Usage

Uses

Used in Pharmaceutical Applications:
Eugeniin is used as an antiviral agent for its effectiveness against acyclovir and phosphonoacetic acid (PAA)-resistant herpes simplex virus type 1 (HSV-1) as well as the wild-type HSV-1. This makes it a potential candidate for the development of new antiviral treatments.
Used in Diabetes Management:
Eugeniin is used as an alpha-glucosidase inhibitor, which can help in managing diabetes by slowing down the breakdown of carbohydrates in the body. This can lead to a slower and more controlled release of glucose into the bloodstream, thus helping to regulate blood sugar levels.
Used in Anticancer Applications:
Although not explicitly mentioned in the provided materials, eugeniin's antiviral and inhibitory properties may also make it a potential candidate for further research into its possible applications in cancer treatment and prevention.

InChI:InChI=1/C41H30O26/c42-15-1-10(2-16(43)26(15)50)36(57)65-34-33-23(9-62-39(60)13-7-21(48)29(53)31(55)24(13)25-14(40(61)64-33)8-22(49)30(54)32(25)56)63-41(67-38(59)12-5-19(46)28(52)20(47)6-12)35(34)66-37(58)11-3-17(44)27(51)18(45)4-11/h1-8,23,33-35,41-56H,9H2/t23-,33-,34+,35-,41+/m1/s1

Upstream product

• 2485-62-3 L-Cysteine methyl ester 
• 58690-20-3 trapain 
• 58690-20-3 Isoterchebin 
• 14937-32-7 tannic acid 

Relevant academic research and scientific papers

Biosynthesis of the dimeric ellagitannin, cornusiin E, in Tellima grandiflora

First evidence for the in vitro synthesis of a dimeric ellagitannin has been obtained with cell-free extracts from the weed Tellima gratidiflora (fringe cups, Saxifragaceae). Partially purified enzyme preparations from leaves of this plant catalyzed the oxidation of 1,2,3,4,6-pentagalloyl-β -D-glucose to the monomeric ellagitannin, tellimagrandin II, followed by oxidative coupling of two units of this intermediate to yield a dimeric derivative. Chemical degradation, MALDI-TOF mass spectrometry, 1H and 13C nuclear magnetic resonance, and CD spectroscopy were employed to identify this enzyme reaction product as cornusiin E which is characterized by a (S)-valoneoyl bridge between glucose-positions 2, 4′ and 6′. This result was supported by comparison with data obtained for cornusiin E that had been isolated from leaves of intact T. grandiflora plants. No indication for the earlier proposed existence of rugosin D (an isomer with a 1,4′6′-bound valoneoyl unit) in T. grandiflora has been obtained in this investigation.

REACTION OF DEHYDROELLAGITANNINS WITH L-CYSTEINE METHYL ESTER

Reaction of dehydroellagitannins (e.g. 1) with L-cysteine methyl ester (5) at room temperature yielded the condensation products (e.g. 3 and 4), together with a partial hydrolysate (e.g. 2), while heating the mixture at 80 deg C afforded 4 and the hydrolysate (2) in fairly good yields.In addition, reduction of a dehydrohexahydroxydiphenoyl ester group to a hexahydroxy-diphenoyl group with thiols is also described.

Constituents of Geranium thunbergii Sieb. et Zucc. Part 12. Hydrated Stereostructure and Equilibration of Geraniin

The structure of geraniin is (1), in which the cyclohexenetrione moiety is attached to O-4 of glucose.It forms a hydrated six-membered hemiacetal-ring structure (1a) in the crystalline state, and an equilibrium mixture of (1a) and a hydrated five-membered hemiacetal-ring structure (1b) upon the mutarotation.The absolute configurations are also represented by (1a) and (1b).