Structures of New Dimeric Phenylpropanoids from<i>Myristica fragrans</i>Houtt.

Isogai, Akira; Murakoshi, S.; Suzuki, Akira; Tamura, Saburo

doi:10.1080/00021369.1973.10860830

Cited by 9 publications

(8 citation statements)

References 7 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…dro-7-(5-methoxy-3,4-methylenedioxyphenyl)-3Ј-methoxy-8-methyl-1Ј-trans-propenylbenzofuran (8), 19) 1-acetoxy-2-(4-a l ly l -2 , 6 -d i m e t h ox y p h e n ox y ) -1 -( 3 , 4 -d i m e t h ox yphenyl)propane (9), 20) 7,8-dihydro-7-(3,4-methylenedioxyphenyl)-3Ј-methoxy-8-methyl-1Ј-trans-propenylbenzofuran (10), 15) myristicin (11), 15) methyleugenol (12), 21) 2,3-dimethoxy-5-(1-propenyl)-phenol (13), 22) safrole (14), 23) methoxyeugenol (15), 24) elemicin (16), 25) and eugenol (17) 26) ( Fig. 2).…”

Section: Resultsunclassified

Effects of Mace and Nutmeg on Human Cytochrome P450 3A4 and 2C9 Activity

Kimura

Ito

Hatano

2010

Biological & Pharmaceutical Bulletin

View full text Add to dashboard Cite

Section: Resultsunclassified

Effects of Mace and Nutmeg on Human Cytochrome P450 3A4 and 2C9 Activity

Kimura

Ito

Hatano

2010

Biological & Pharmaceutical Bulletin

View full text Add to dashboard Cite

“…The search of new drugs against leishmaniasis, potentially compounds and their derivatives have been described in the literature. [14][15][16] Neolignans are groups of compounds that show a wide range of biological effects including antifungal, [17][18][19] anti-schistosomal, [20][21][22][23] antiplasmodial, 24 trypanocidal, [25][26][27] antibacterial, 28 anti-PAF, 29,30 antipsychotic, 31 antioxidant, 32,33 activities, and biological activity against Escherichia coli,…”

Section: Introductionmentioning

confidence: 99%

Synthesis, X-ray crystal structure and theoretical calculations of antileishmanial neolignan analogues

Nascimento¹,

Santos²,

Santos³

et al. 2010

J. Braz. Chem. Soc.

View full text Add to dashboard Cite

A síntese e a estrutura cristalina por difração de raios-X de dois análogos de neolignanas, 2-(4-clorofenil)-1-feniletanona (20) e 2-[tio(4-clorofenil)]-1-(3,4-dimetoxifenil)propan-1-ona (12) são descritas. O composto 12 apresenta atividade intracelular contra Leishmania donovani e Leishmania amazonensis de amastigotas que causam a leishmaniose tegumentar e visceral. Além disso, a teoria do funcional de densidade (DFT) com o funcional híbrido B3LYP foi empregado para calcular um conjunto de descritores moleculares para dezenove análogos sintéticos de neolignanas com atividades antileishmaniose. Posteriormente, a análise discriminante stepwise foi realizada para investigar possíveis relações entre a estrutura molecular e atividades biológicas. Por meio dessa análise os compostos foram classificados em dois grupos ativos e inativos de acordo com seu grau de atividade biológica, e as propriedades mais importantes foram as cargas de alguns átomos, a afinidade eletrônica e o ClogP.The synthesis and X-ray crystal diffraction structure of two analogues of neolignans, 2-(4-chlorophenyl)-1-phenylethanone (20) and 2-[(4-chlorophenyl)thio]-1-(3,4-dimethoxyphenyl) propan-1-one (12) is described. The compound 12 presents activity against intracellular Leishmania donovani and Leishmania amazonensis amastigotes that cause cutaneous and visceral leishmaniasis. In addition, the density functional theory (DFT) with the B3LYP hybrid functional was employed to calculate a set of molecular descriptors for nineteen synthetic analogues of neolignans with antileishmanial activities. Afterwards, the stepwise discriminant analysis was performed to investigate possible relationship between the molecular descriptors and biological activities. Through this analysis the compounds were classified into two groups active and inactive according to their degree of biological activities, and the more important properties were charges on some key atoms, electronic affinity and ClogP.

show abstract

“…8-0-4'-Neolignans containing eryi/ir<9-A 8 -7-hydroxy-3 , ,5 / -methoxy-structures (28)(29)(30), and other types of 8-0-4'-neolignans (31,32) had been isolated from the seeds and aril of the fruit of Myristica fragrans. Some of them had antifeedant effects on silkworm larvae (29) or exhibited bactericidal activity (33).…”

Section: Preparation Of Neolignans Through Fungal Reductionmentioning

confidence: 99%

Stereochemistry in Lignan Biosynthesis and Neolignan Preparation Through Fungal Reduction

Katayama¹

1998

ACS Symposium Series

View full text Add to dashboard Cite

Structures of New Dimeric Phenylpropanoids fromMyristica fragransHoutt.

Cited by 9 publications

References 7 publications

Effects of Mace and Nutmeg on Human Cytochrome P450 3A4 and 2C9 Activity

Effects of Mace and Nutmeg on Human Cytochrome P450 3A4 and 2C9 Activity

Synthesis, X-ray crystal structure and theoretical calculations of antileishmanial neolignan analogues

Stereochemistry in Lignan Biosynthesis and Neolignan Preparation Through Fungal Reduction

Contact Info

Product

Resources

About