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Archive for the ‘Glucinols’ Category

Why sugars are important

Posted by naturalproductman on October 24, 2012

Here’s an editorial on why sugar chemistry is so important.

 

Science article

Posted in Glucinols, Glucoside, Glycosides | Leave a Comment »

Tomentosone A

Posted by naturalproductman on November 28, 2011

Wilawan Mahabusarakam and co-workers at Songkla University and Griffith University have reported in JOC on the isolation of an antimalarial compound tomentosone A.

tomentosones

Posted in Diseases, Glucinols, Malaria | Leave a Comment »

Chipericumins A–D

Posted by naturalproductman on November 10, 2011

Jun’ichi Kobayashi and co-workers from Hokkaido University have reported in the Journal of Natural Products on the isolation of some acylphloroglucinols.

acylphloroglucinols

JNP paper

Posted in Glucinols, Spirocycles | Leave a Comment »

Hyperibone Synthesis

Posted by naturalproductman on September 10, 2010

John Porco and co-workers at Boston University have published in JACS on the total synthesis of hyperibone.  They determined the absolute configuration by acylating a hydroxy group as the para-bromo benzoate ester to obtain an x-ray crystal structure.  The key step is the dearomatization/alkylation procedure using a cinchona alkaloid catalyst.

hyperibone

JACS paper

Posted in Cascade Reactions, Glucinols, Methodology, Organocatalytic, Ring forming | Leave a Comment »

Petiolin J

Posted by naturalproductman on July 13, 2010

Jun’ichi Kobayashi and co-workers from Hokkaido University have published in Bioorganic and Medicinal Chemistry Letters on the isolation of petiolin J from Hypericum pseudopetiolatum var. kiusianum.  Petiolin J had antimicrobial activity against Micrococcus luteus, Cryptococcus neoformans, and Trichophyton mentagrophytes (8, 16 and 16 μg/mL, respectively).

petiolins

Bioorganic and Medicinal Chemistry Letters paper

Posted in Glucinols | Leave a Comment »

Lysidicins

Posted by naturalproductman on April 26, 2010

Shi-Shan Yu and co-workers from the Chinese Academy of Medical Sciences and Peking Union College have recently reported in Organic Letters on the isolation of lysidicins F-H, three phloroglucinols that had anti-oxidant activity.

lysidicins


OL paper

Posted in Glucinols | Leave a Comment »

Synthesis of Ent-Hyperforin

Posted by naturalproductman on January 11, 2010

Masakatsu Shibasaki and co-workers at the University of Tokyo have recently published in ACIEE on the total synthesis of ent-hyperforin, a polyprenylated acylphloroglucinol.  One of the key reactions was an asymmetric Diels-Alder cycloaddition that involved the use of a cationic iron complex using a chiral pybox ligand.

hyperforin

ACIEE paper

Posted in Cascade Reactions, Claisen rearrangement, Cycloaddition, Glucinols, Methodology, Named Reactions, Polyprenylated, Pummerer rearrangement, Transition Metal | Leave a Comment »

Polyprenylated Compounds

Posted by naturalproductman on January 9, 2010

Hong-Xi Xu and co-workers from the Hong Kong Jockey Club Institute of Chinese Medicine have recently published in the Journal of Natural Products on the isolation of garcicowin A, a polyprenylated acylphloroglucinol derivative from the twigs of Garcinia cowa.  However, the previously isolated 30-epicambogin had more impressive cytotoxicity properties with an IC50 value of 5.1 micromolar against HT-29 cells – it was more cytotoxic than cisplatin (26.6 micromolar).

polyprenylated

JNP paper

Posted in Glucinols, Polyenes, Polyprenylated | Leave a Comment »

 
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