1157852-09-9

Basic information

• Product Name: 1,2:3,4-di-O-isopropylidene-5R-(+)-proto-quercitol
• Synonyms: 1,2:3,4-di-O-isopropylidene-5R-(+)-proto-quercitol
• CAS NO: 1157852-09-9
• Molecular Weight: 244.288
• Mol File: 1157852-09-9.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1,2:3,4-di-O-isopropylidene-5R-(+)-proto-quercitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2:3,4-di-O-isopropylidene-5R-(+)-proto-quercitol(1157852-09-9)
• EPA Substance Registry System: 1,2:3,4-di-O-isopropylidene-5R-(+)-proto-quercitol(1157852-09-9)

Safety Data

• Hazardous Substances Data: 1157852-09-9(Hazardous Substances Data)

Upstream product

• 488-73-3 (+)-proto-quercitol 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 1350889-86-9 C₃₀H₂₆O₈ 
• 1350889-87-0 C₁₇H₁₈O₄ 
• 1350889-88-1 C₁₇H₁₈Br₂O₄ 
• 1350889-89-2 C₂₄H₂₃BrO₆ 
• 442851-90-3 (1R,2S,3S,4S)-5-hydroxymethyl-1-octylamino-2,3,4-trihydroxycyclohex-5-ene 

Relevant articles and documents

Quercitylcinnamates, a new series of antidiabetic bioconjugates possessing α-glucosidase inhibition and antioxidant

Antidiabetic agents possessing dual functions, α-glucosidase inhibition and antioxidant, have been accepted to be more useful than currently used antidiabetic drugs because they not only suppress hyperglycemia but also prevent risk of complications. Herein, we design antidiabetic bioconjugates comprising of (+)-proto-quercitol as a glucomimic and cinnamic analogs as antioxidant moieties. Fifteen quercitylcinnamates were synthesized by direct coupling through ester bond in the presence of DCC and DMAP. Particular quercityl esters 6a, 7a and 8a selectively inhibited rat intestinal maltase and sucrose 4-6 times more potently than their parents 6, 7 and 8. Of synthesized bioconjugates, 6a was the most potent inhibitor against maltase and sucrose with IC50 values of 5.31 and 43.65 μM, respectively. Of interest, its inhibitory potency toward maltase was 6 times greater than its parent, caffeic acid (6), while its radical scavenging (SC50 0.11 mM) was comparable to that of commercial antioxidant BHA. Subsequent investigation on mechanism underlying inhibitory effect of 6a indicated that it blocked maltase and sucrose functions by mixed inhibition through competitive and noncompetitive manners.

Potent chemical chaperone compounds for GM1-gangliosidosis: N-substituted (+)-conduramine F-4 derivatives

The development of second-generation valienamine-type chemical chaperones for GM1-gangliosidosis is described. Several N-substituted (+)-conduramine F-4 derivatives were designed as novel chemical chaperones based on a lead chaperone compound, N-octyl-4-epi-β-valienamine, to decrease the inhibitory activity while increasing the enzyme enhancement activity. Among the derivatives synthesized during this study, a conduramine derivative with an N-cyclohexylmethyl group has demonstrated significant enhancement of R201C mutated β-galactosidase activity. This journal is

Amine-linked diquercitols as new α-glucosidase inhibitors

Two new diastereomeric amine-linked diquercitols 7 and 8 were synthesized by reductive amination of ketoquercitol 4 and epimeric aminoquercitols 3 and 6. The ketone and amines were successfully prepared, without the formation of byproducts, from naturally available (+)-proto-quercitol (1). The amine-linked diquercitols showed inhibitory effect against α-glucosidases with more pronounced potency than their original aminoquercitol monomers.