38230-41-0Relevant academic research and scientific papers
Leptosperols A and B, Two Cinnamoylphloroglucinol-Sesquiterpenoid Hybrids from Leptospermum scoparium: Structural Elucidation and Biomimetic Synthesis
Chen, Jun-Zi,Cheng, Min-Jing,Gu, Ji-Hong,Hu, Li-Jun,Li, Chuang-Chuang,Li, Ni-Ping,Liu, Jun-Shan,Wang, Lei,Wang, Wen-Jing,Ye, Wen-Cai
supporting information, (2020/03/13)
Leptosperols A and B (1 and 2), two cinnamoylphloroglucinol-sesquiterpenoid hybrids featuring unprecedented 1-benzyl-2-(2-phenylethyl) cyclodecane and 2-benzyl-3-phenylethyl decahydronaphthalene backbones, along with their biosynthetic precursor (3), were isolated from Leptospermum scoparium. Compounds 1 and 2 represent the first example of phloroglucinol derivatives biogenetically constructed by a De Mayo reaction. The biomimetic synthesis of leptosperol B (2) was achieved using the proposed biosynthetic pathway. In addition, compounds 1 and 2 showed significant anti-inflammatory effects in zebrafish acute inflammatory models.
Identification of a Strigoterpenoid with Dual Nrf2 and Nf-?°B Modulatory Activity
Rogati, Federica,Millán, Estrella,Appendino, Giovanni,Correa, Alejandro,Caprioglio, Diego,Minassi, Alberto,Munoz, Eduardo
supporting information, p. 606 - 610 (2019/01/21)
The sesquiterpene-coumarin ether samarcandone provided a suitable framework to replace the apocarotenoid A-C ring system of strigol (1), replicating, after linking to a butenolide moiety, the activity of the natural phytohormone on Nrf2 and also showing potent NF-kB inhibitory activity, overall modulating two critical pathways of inflammation and cancer.
Thieme chemistry journal awardees - Where are they now? Synthesis of (-)-cubebol by intramolecular cyclopropanation of a terminal epoxide
Hodgson, David M.,Salik, Saifullah
scheme or table, p. 1730 - 1732 (2009/12/05)
A synthesis of (-)-cubebol from l-menthone is described. The key step involves efficient (90%) and completely stereocontrolled intramolecular cyclopropanation of an unsaturated α-lithiated terminal epoxide. Georg Thieme Verlag Stuttgart.
New optically active pyrazoles: Syntheses and the structural characterization of menthopyrazole analogues
Kashima, Choji,Miwa, Yohei,Shibata, Saori,Nakazono, Hiroyuki
, p. 1235 - 1240 (2007/10/03)
New chiral pyrazoles, (4R,7R)-4-methyl-7-isopropyl-3-phenyl- (3-phenylisomenthopyrazole; cis-1), (4R,7S)-4-methyl-7-isopropyl- (l-menthopyrazole; trans-2), (4R,7R)-4-isopropyl-7-methyl- (isocarvomenthopyrazole, cis-3) and (4R,7S)-4-isopropyl-7-methyl-4,5,6,7-tetrahydro-1H-indazole (carvomenthopyrazole, trans-3) were prepared. The diastereomeric pairs of these 1-3 were structurally characterized by NMR spectroscopy. The subtle differences of structures of 1-3 should induce the useful effects for a chiral auxiliary or a chiral catalyst.
