Marginols A‒H, unprecedented pimarane diterpenoids from Kaempferia marginata and their NO inhibitory activities

Minh, Kiep; Kodama, Tohru; Shin, Min-Kyoung; Nu, Lien Huong Ton; Nguyen, Hien Minh; Dang, Van‐Son; Shiokawa, Ken-ichi; Hayakawa, Yoshihiro; Morita, Hiroyuki

doi:10.1016/j.phytochem.2022.113109

Cited by 10 publications

(3 citation statements)

References 17 publications

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“…Its molecular formula was determined as C 28 H 44 O 5 from HR-ESI-MS data (m/z 459.3108, [M-H] − , calcd. for C 28 H 43 O 5 , 459.3116) and interpretation of the 13 C NMR data, which indicated 7 degrees of unsaturation (Supplementary Figures S7). The IR spectrum showed absorption bands corresponding to hydroxy (3418 cm −1 ) and olefinic (1633 cm −1 ) functionalities.…”

Section: Resultsmentioning

confidence: 96%

“…The conformational search was conducted as previously described with some modifications. 13 The Avogadro 1.2 program was used to obtain the MMFF94 molecular force field. The optimization of all possible conformers at the B3LYP level of theory was performed by using the 6-31G(d) basis set, and the minimum energy of the structure was ensured by calculating their optimized geometries.…”

Section: Methodsmentioning

confidence: 99%

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A New Sterol From the Polypore Fungus Ganoderma luteomarginatum and Its Cytotoxic Activities

Htoo

Kodama

Win

et al. 2022

Natural Product Communications

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A new sterol, ganolutol A (1), together with 4 known compounds 2 to 5, were isolated from the polypore fungus Ganoderma luteomarginatum collected in Myanmar. The chemical structures of the isolated compounds were determined based on extensive spectroscopic analyses in conjunction with comparisons with published data. Compounds 1 to 4 exhibited moderate cytotoxic activities against A549 (lung), MCF-7 (breast), and HeLa (cervical) human cancer cell lines, with IC50 values ranging from 10.1 to 86.6 μM.

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Section: Resultsmentioning

confidence: 96%

Section: Methodsmentioning

confidence: 99%

A New Sterol From the Polypore Fungus Ganoderma luteomarginatum and Its Cytotoxic Activities

Htoo

Kodama

Win

et al. 2022

Natural Product Communications

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“…The absolute configuration of 1 was determined using Time‐Dependent Density Functional Theory‐Electronic Circular Dichroism (TDDFT‐ECD), as previously described [24] with some modifications. The relative configurations were analyzed using the Winmostar 10 program to afford all possible conformations.…”

Section: Methodsmentioning

confidence: 99%

Phenolic Derivatives with Anti‐Acetylcholinesterase Inhibitory Activities fromGaleola nudifoliain Vietnam

Do,

Nakashima,

Kodama

et al. 2023

Chemistry & Biodiversity

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A new phenolic derivative, galeomalate A (1), together with five known structurally related compounds (2‐6), was isolated from the ethyl acetate extract of Galeola nudifolia collected in Vietnam. The structures were elucidated by various spectroscopic methods, including 1D and 2D NMR, HR‐ESI‐TOF‐MS, and CD data, and chemical conversion of the sugar moiety. All isolated compounds possessed acetylcholinesterase (AChE) inhibitory activities in a dose‐dependent manner. Among them, compounds 2 and 3 exhibited the first and second highest inhibitory activity on AChE with IC50 values of 122.13 and 125.49 μM, respectively. Compounds 1 and 4–6 inhibited the AChE activity by mixed modes of action comprising competitive and non‐competitive modes, whereas 2 and 3 exerted their inhibitory activities in a competitive manner. Molecular docking analyses suggested that the phenyl‐β‐D‐glucopyranoside unit of 2 and 3 bound to the active site of AChE for the competitive inhibitory activities, while the mixed inhibitory activity of 4 was due to the two binding patterns in the active‐site and the active‐site entrance of AChE. Furthermore, the docking studies indicated that 1, 5, and 6 would inhibit AChE in a mixed inhibitory manner by adopting three distinct binding patterns of the additional phenyl‐β‐D‐glucopyranoside unit at the active‐site entrance.

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Kaempferia diterpenoids and flavonoids: an overview on phytochemistry, biosynthesis, synthesis, pharmacology, and pharmacokinetics

Anh Van,

Duc,

Son

2023

Med Chem Res

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Marginols A‒H, unprecedented pimarane diterpenoids from Kaempferia marginata and their NO inhibitory activities

Cited by 10 publications

References 17 publications

A New Sterol From the Polypore Fungus Ganoderma luteomarginatum and Its Cytotoxic Activities

A New Sterol From the Polypore Fungus Ganoderma luteomarginatum and Its Cytotoxic Activities

Phenolic Derivatives with Anti‐Acetylcholinesterase Inhibitory Activities fromGaleola nudifoliain Vietnam

Kaempferia diterpenoids and flavonoids: an overview on phytochemistry, biosynthesis, synthesis, pharmacology, and pharmacokinetics

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