71117-97-0

Usage

Uses

Used in Medicinal Research:
(3S,4aS,6R,8R)-2,2,7,7-Tetramethyl-3,6,8-tris(3-methyl-2-butenyl)-10-(3,4-dihydroxybenzoyl)-3,4,6,7-tetrahydro-5H-4a,8-methano-2H-cycloocta[b]pyran-9,11(8H)-dione is used as a compound of interest in medicinal research for its unique and intricate structure, which may contribute to the development of new pharmaceutical agents.
Used in Biochemical Research:
In biochemical research, (3S,4aS,6R,8R)-2,2,7,7-Tetramethyl-3,6,8-tris(3-methyl-2-butenyl)-10-(3,4-dihydroxybenzoyl)-3,4,6,7-tetrahydro-5H-4a,8-methano-2H-cycloocta[b]pyran-9,11(8H)-dione is utilized to study its interactions with biological systems and explore its potential as a bioactive molecule.

Upstream product

• 147782-04-5 garcinol 
• 2214-15-5 4-(cyanocarbonyl)-1,2-phenylene diacetate 
• 147782-04-5 Guttiferone E 
• 52617-32-0 xanthochymol 

Downstream Products

• 75886-04-3 hexahydroisoxanthochymol 
• 52618-66-3 xanthochymol di(p-bromobenzene) sulphonate 
• 52618-66-3 13-O,14-O-bis(4-bromobenzoylsulfonyl)-isogarcinol 

Relevant academic research and scientific papers

POLYISOPRENYLATED BENZOPHENONES FROM GARCINIA PEDUNCULATA

Pedunculol, a polyisoprenylated benzophenone derivative, together with two known polyisoprenylated benzophenones, garcinol and cambogin has been isolated from the pericarp of Garcinia pedunculata.The structure of the new compound was elucidated from spect

Garcinol from Garcinia indica inhibits HIV-1 reverse transcriptase-associated ribonuclease H

The bioactive components of Garcinia indica, garcinol (camboginol), and isogarcinol (cambogin), are suitable drug candidates for the treatment of various human diseases. HIV-1-RNase H assay was used to study the RNase H inhibition by garcinol and isogarci

Camboginol and Cambogin

Two isoprenylated benzophenone derivatives, camboginol and cambogin, have been isolated from the latex of Garcinia cambogia. The structure of camboginol and its conversion to cambogin, an enantiomer of isoxanthochymol, has been deduced.

Structural Revision of Guttiferone F and 30-epi-Cambogin

Guttiferone F, a natural polyprenylated polycyclic acylphloroglucinol, was originally assigned as the 30-epimer of garcinol by NMR data analyses. Conversion of guttiferone F in the presence of acid afforded its cyclized form (2a, which was previously assi

Stereodivergent Strategy in Structural Determination: Asymmetric Total Synthesis of Garcinol, Cambogin, and Related Analogues

The asymmetric total synthesis of five biologically significant polycyclic polyprenylated acylphloroglucinols (PPAPs), including garcinol and cambogin, was achieved through a highly diastereoselective and stereodivergent strategy. Along the way, an efficient cascade Dieckmann cyclization was employed to construct the bicyclo[3.3.1]nonane core in one step. The synthesis provided a general approach toward the chiral endo-type B PPAPs and their C-30 diastereomers in a single sequence, which resolved the challenges of the absolute configuration determination/structural revision of PPAPs bearing exocyclic stereocenters.

Total synthesis and absolute configuration assignment of MRSA active garcinol and isogarcinol

A short total synthesis of (±)-garcinol and (±)-isogarcinol, two endo-type B PPAPs with reported activity against methiciline resistant Staphylococcus aureus (MRSA), is presented. The separation of framework-constructing from framework-decorating steps and the application of two highly regio- and stereoselective Pd-catalysed allylations, that is, the Pd-catalysed decarboxylative Tsuji-Trost allylation and the diastereoselective Pd-catalysed allyl-allyl cross-coupling, are key elements that allowed the total synthesis to be accomplished within 13 steps starting from acetylacetone. After separation of the enantiomers the absolute configurations of the four natural products (i.e., (-)-garcinol, (+)-guttiferone E (i.e., ent-garcinol), (-)-isogarcinol, and (+)-isoxanthochymol (i.e., ent-isogarcinol)) were assigned based on ECD spectroscopy.

Method for producing hematopoietic stem cells

An expanding agent for hematopoietic stem cells and/or hematopoietic progenitor cells useful as a therapy for various hematopoietic diseases and useful for improvement in the efficiency of gene transfer into hematopoietic stem cells for gene therapy is pr

Chemical studies on antioxidant mechanism of garcinol: Analysis of radical reaction products of garcinol with peroxyl radicals and their antitumor activities

Antioxidant actions of garcinol (1), a polyisoprenylated benzophenone, purified from Garcinia indica fruit rind, are believed to contribute to its chemopreventive activity. However, the mechanisms of its antioxidant reactions remain unclear. The objective of this study was to characterize the reaction products of garcinol with peroxyl radicals generated by thermolysis of the azo initiator azo-bis-isobutyrylnitrile (AIBN). Structure elucidation of these products can provide insights into specific mechanisms of antioxidant reactions. Four reaction products (2-5) were isolated and identified. Their structures were determined on the basis of detailed high field 1D and 2D spectral analysis. The identification of these products provides the first unambiguous proof that the double bond of the isopentenyl group is a principal site of the antioxidant reaction of 1. The induction of apoptosis in human leukemia HL-60 cells, the inhibition of NO generation, and the inhibition of LPS-induced iNOS gene expression by Western blot analysis by 1 and its four oxidation products (2-5) were investigated.

The guttiferones, HIV-inhibitory benzophenones from Symphonia globulifera, Garcinia livingstonei, Garcinia ovalifolia and Clusia rosea

Extracts from species of the tropical plant genera Symphonia, Garcinia and Clusia (Guttiferae) have yielded a series of new polyisoprenylated benzophenone derivatives named guttiferones A-E (1-5). Structural assignments were based on detailed spectral analysis. These compounds inhibit the cytophatic effects of in vitro HIV infection.

CRYSTAL AND MOLECULAR STRUCTURE OF ISOGARCINOL

The controversy with regard to the structures of the closely related polyisoprenylated phenolic compounds, garcinol, isogarcinol, camboginol, cambogin, xanthochymol and isoxanthochymol is cleared by X-ray crystallographic analisis of the naturally occurring isogarcinol.The unusual UV spectral characteristics of the chromophore of isogarcinol are discussed.