Research progress of polycyclic polyprenylated acylphloroglucinols

XW Yang, RB Grossman, G Xu - Chemical reviews, 2018 - ACS Publications
Polycyclic polyprenylated acylphloroglucinols (PPAPs) are a class of hybrid natural products
sharing the mevalonate/methylerythritol phosphate and polyketide biosynthetic pathways …

Garcinia kola: a critical review on chemistry and pharmacology of an important West African medicinal plant

J Tauchen, A Frankova, A Manourova, I Valterova… - Phytochemistry …, 2023 - Springer
Abstract Garcinia kola Heckel (Clusiaceae) is a tree indigenous to West and Central Africa.
All plant parts, but especially the seeds, are of value in local folklore medicine. Garcinia kola …

Biomimetic Synthesis of Polycyclic Polyprenylated Acylphloroglucinol Natural Products Isolated from Hypericum papuanum

JH George, MD Hesse, JE Baldwin… - Organic letters, 2010 - ACS Publications
Biomimetic syntheses of three polycylic polyprenylated acylphloroglucinol natural products
isolated from Hypericum papuanum, ialibinone A, ialibinone B, and hyperguinone B, have …

Asymmetric, stereodivergent synthesis of (−)‐clusianone utilizing a biomimetic cationic cyclization

JH Boyce, JA Porco Jr - Angewandte Chemie, 2014 - Wiley Online Library
We report a stereodivergent, asymmetric total synthesis of (−)‐clusianone in six steps from
commercial materials. We implement a challenging cationic cyclization forging a bond …

Synthetic efforts toward [3.3. 1] bridged bicyclic phloroglucinol natural products

JT Njardarson - Tetrahedron, 2011 - Elsevier
The aim of this review is to present a detailed account of all published synthetic approaches
toward the [3.3. 1] bridged bicyclic class of phloroglucinol natural products most famously …

Total synthesis of plukenetione A

Q Zhang, B Mitasev, J Qi… - Journal of the American …, 2010 - ACS Publications
We describe an alkylative dearomatization/acid-mediated adamantane annulation
sequence that allows facile access to type A polyprenylated acylphloroglucinol natural …

Stereoselective total synthesis of nemorosone

M Uwamori, A Saito, M Nakada - The Journal of organic chemistry, 2012 - ACS Publications
The highly stereoselective total synthesis of nemorosone via a new approach to the bicyclo
[3.3. 1] nonane-2, 4, 9-trione core which features intramolecular cyclopropanation of an α …

Skeleton reassignment of type C polycyclic polyprenylated acylphloroglucinols

XW Yang, J Yang, G Xu - Journal of Natural Products, 2017 - ACS Publications
The previous assignment of the type C skeleton of polycyclic polyprenylated
acylphloroglucinols (PPAPs) was controversial and proved to be incorrect in this study. The …

Biomimetic synthesis of (±)-merochlorin B

R Meier, S Strych, D Trauner - Organic letters, 2014 - ACS Publications
A short total synthesis, guided by biosynthetic considerations, of racemic merochlorin B is
presented. The formation of its isomer, merochlorin A, was not observed under the …

Enantioselective approach to polycyclic polyprenylated acylphloroglucinols via catalytic asymmetric intramolecular cyclopropanation

Y Uetake, M Uwamori, M Nakada - The Journal of organic …, 2015 - ACS Publications
The formal enantioselective total synthesis of nemorosone, garsubellin A, clusianone, and
hyperforin is described. The catalytic asymmetric intramolecular cyclopropanation (CAIMCP) …