2102-75-2

Upstream product

• 87843-24-1 2-methoxycadalene 
• 101-84-8 diphenylether 
• 860252-05-7 8a-hydroxy-5-isopropyl-3,8-dimethyl-3,4,4a,5,6,8a-hexahydro-1H-naphthalen-2-one 
• 101688-42-0 7-methoxy-1,2-dihydrocadalene 
• 43205-82-9 carvotanacetone 
• 80713-20-8 methyl β-(3-methyl-4-methoxybenzoyl)propionate 
• 77996-10-2 4-Hydroxy-4-(4-methoxy-3-methylphenyl)-5-methyl-hexanoic Acid Lactone 
• 80736-45-4 1,2,3,4-Tetrahydro-4-isopropyl-7-methoxy-6-methyl-1-naphthalenone 
• 70143-25-8 7-Methoxy-α-calacorene 
• 70143-24-7 4-(4-methoxy-3-methylphenyl)-5-methylhexanoic acid 
• 93-59-4 Perbenzoic acid 
• 32178-77-1 7-Methoxycadalenal-semicarbazon 
• 72943-94-3 7-hydroxy-3,4-dihydrocadalin 
• 77996-11-3 4-Isopropyl-7-methoxy-1,6-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-ol 

Downstream Products

• 5574-34-5 mansonone C 

Relevant academic research and scientific papers

Antimicrobial agents from Heterotheca inuloides

By bioassay directed fractionation, four sesquiterpenoids 1-4 were isolated as antimicrobial agents from the dried flowers of Heterotheca inuloides, a Mexican medicinal plant locally known as 'arnica'. 7-Hydroxy- 3,4-dihydrocadalin (3) and 7-hydroxycadalin (4) exhibited potent antibacterial activity against Gram-positive bacteria with minimum inhibitory concentrations (MICs) ranging from 6.25 to 12.5 μg/ml. Notably, 7-hydroxy- 3,4-dihydrocadalin showed bactericidal activity against methicillin-resistant Staphylococcus aureus (MRSA) with a minimum bactericidal concentration (MBC) of 12.5 μg/ml.

SYNTHESIS OF HYDROXYCADALENE AND HYDROXYCALAMENENE VIA 13-HYDROXYXANTHORRHIZOL, A POSSIBLE PRECURSOR OF PARVIFOLIN

Starting with an acetophenone derivative three sesquiterpenes, xanthorrhizol, hydroxycadalene and hydroxycalamenene were synthesized.The biomimetic formation of parvifolin could not be achieved.

Gossypium Cadinanes and Their Analogues: Synthesis of Lacinilene C, 2,7-Dihydroxycadalene, and Their Methyl Ethers

The total synthesis of lacinilene C methyl ether has been accomplished in ten steps with an overall, optimal yield of 38percent by starting with o-methylanisole.Formation of the key α-aryl-α-ketol functionality, which is particularly sensitive to oxidation, was accomplished by stepwise oxidation reactions based on the use of N-methylmorpholine N-oxide/osmium tetraoxide acting on alkene and trimethylsilyl enol ether functionality.Other oxidations could be accomplished by using dichlorodicyanobenzoquinone to generate unsaturation adjacent to the α-ketol group or to form substituted naphtalenes.These reactions permitted adjustment of the oxidation level and oxygenation pattern of the key intermediate, 7-methoxy-α-calacorene (3,4-dihydro-4-isopropyl-7-methoxy-1,6-dimethylnaphthalene), to accomplish the synthesis of 2-hydroxy-7-methoxycadalene, 2,7-dihydroxycadalene, 7-methoxycadalene, and 7-hydroxycadalene, in addition to lacinilene C and its methyl ether.