Bioactive tetrahydrofuran lignans from roots, stems, leaves and twigs of Anogeissus rivularis

Wannee Sukbangnop; Anowar Hosen; Sakchai Hongthong; Chutima Kuhakarn; Patoomratana Tuchinda; Suppisak Chaturonrutsamee; Sariyarach Thanasansurapong; Radeekorn Akkarawongsapat; Jitra Limthongkul; Chanita Napaswad; Arthit Chairoungdua; Kanoknetr Suksen; Narong Nuntasaen; Vichai Reutrakul

doi:10.1016/j.fitote.2021.104885

Bioactive tetrahydrofuran lignans from roots, stems, leaves and twigs of Anogeissus rivularis

Wannee Sukbangnop, Anowar Hosen, Sakchai Hongthong, Chutima Kuhakarn, Patoomratana Tuchinda, Suppisak Chaturonrutsamee, Sariyarach Thanasansurapong, Radeekorn Akkarawongsapat, Jitra Limthongkul, Chanita Napaswad, Arthit Chairoungdua, Kanoknetr Suksen, Narong Nuntasaen, Vichai Reutrakul

Research output: Contribution to journal › Article › peer-review

9 Citations (Scopus)

Abstract

Four previously undescribed tetrahydrofuran lignans, named anorisols A−D (1–4) and fourteen known compounds (5–18) were isolated from the roots, stems, leaves and twigs of Anogeissus rivularis. The chemical structures were elucidated on the basis of their spectroscopic data and by comparison with the literature data. The absolute configurations of 1–4 were established by comparison of the experimental ECD spectra with the calculated ECD spectra. Some isolated compounds were evaluated for their cytotoxic activity as well as anti-HIV-1 activity employing reverse transcriptase (RT) and syncytium reduction assays using the ^ΔTat/RevMC99 virus in 1A2 cell line systems. Compound 6 displayed the most potent activity in syncytium inhibition assay with effective concentration at 50% (EC₅₀) value of 13.3 μM (SI >3.0). In the reverse transcriptase assay, compound 1 exhibited moderate activity with IC₅₀ value of 213.9 μM.

Original language	English
Article number	104885
Journal	Fitoterapia
Volume	151
DOIs	https://doi.org/10.1016/j.fitote.2021.104885
Publication status	Published - Jun 2021
Externally published	Yes

Keywords

Anogeissus rivularis
Anti-HIV
Combretaceae
Lignans
Tetrahydrofuran

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.fitote.2021.104885

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Sukbangnop, W., Hosen, A., Hongthong, S., Kuhakarn, C., Tuchinda, P., Chaturonrutsamee, S., Thanasansurapong, S., Akkarawongsapat, R., Limthongkul, J., Napaswad, C., Chairoungdua, A., Suksen, K., Nuntasaen, N., & Reutrakul, V. (2021). Bioactive tetrahydrofuran lignans from roots, stems, leaves and twigs of Anogeissus rivularis. Fitoterapia, 151, Article 104885. https://doi.org/10.1016/j.fitote.2021.104885

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title = "Bioactive tetrahydrofuran lignans from roots, stems, leaves and twigs of Anogeissus rivularis",

abstract = "Four previously undescribed tetrahydrofuran lignans, named anorisols A−D (1–4) and fourteen known compounds (5–18) were isolated from the roots, stems, leaves and twigs of Anogeissus rivularis. The chemical structures were elucidated on the basis of their spectroscopic data and by comparison with the literature data. The absolute configurations of 1–4 were established by comparison of the experimental ECD spectra with the calculated ECD spectra. Some isolated compounds were evaluated for their cytotoxic activity as well as anti-HIV-1 activity employing reverse transcriptase (RT) and syncytium reduction assays using the ΔTat/RevMC99 virus in 1A2 cell line systems. Compound 6 displayed the most potent activity in syncytium inhibition assay with effective concentration at 50% (EC50) value of 13.3 μM (SI >3.0). In the reverse transcriptase assay, compound 1 exhibited moderate activity with IC50 value of 213.9 μM.",

keywords = "Anogeissus rivularis, Anti-HIV, Combretaceae, Lignans, Tetrahydrofuran",

author = "Wannee Sukbangnop and Anowar Hosen and Sakchai Hongthong and Chutima Kuhakarn and Patoomratana Tuchinda and Suppisak Chaturonrutsamee and Sariyarach Thanasansurapong and Radeekorn Akkarawongsapat and Jitra Limthongkul and Chanita Napaswad and Arthit Chairoungdua and Kanoknetr Suksen and Narong Nuntasaen and Vichai Reutrakul",

note = "Publisher Copyright: {\textcopyright} 2021 Elsevier B.V.",

year = "2021",

month = jun,

doi = "10.1016/j.fitote.2021.104885",

language = "English",

volume = "151",

journal = "Fitoterapia",

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Sukbangnop, W, Hosen, A, Hongthong, S, Kuhakarn, C, Tuchinda, P, Chaturonrutsamee, S, Thanasansurapong, S, Akkarawongsapat, R, Limthongkul, J, Napaswad, C, Chairoungdua, A, Suksen, K, Nuntasaen, N & Reutrakul, V 2021, 'Bioactive tetrahydrofuran lignans from roots, stems, leaves and twigs of Anogeissus rivularis', Fitoterapia, vol. 151, 104885. https://doi.org/10.1016/j.fitote.2021.104885

TY - JOUR

T1 - Bioactive tetrahydrofuran lignans from roots, stems, leaves and twigs of Anogeissus rivularis

AU - Sukbangnop, Wannee

AU - Hosen, Anowar

AU - Hongthong, Sakchai

AU - Kuhakarn, Chutima

AU - Tuchinda, Patoomratana

AU - Chaturonrutsamee, Suppisak

AU - Thanasansurapong, Sariyarach

AU - Akkarawongsapat, Radeekorn

AU - Limthongkul, Jitra

AU - Napaswad, Chanita

AU - Chairoungdua, Arthit

AU - Suksen, Kanoknetr

AU - Nuntasaen, Narong

AU - Reutrakul, Vichai

PY - 2021/6

Y1 - 2021/6

N2 - Four previously undescribed tetrahydrofuran lignans, named anorisols A−D (1–4) and fourteen known compounds (5–18) were isolated from the roots, stems, leaves and twigs of Anogeissus rivularis. The chemical structures were elucidated on the basis of their spectroscopic data and by comparison with the literature data. The absolute configurations of 1–4 were established by comparison of the experimental ECD spectra with the calculated ECD spectra. Some isolated compounds were evaluated for their cytotoxic activity as well as anti-HIV-1 activity employing reverse transcriptase (RT) and syncytium reduction assays using the ΔTat/RevMC99 virus in 1A2 cell line systems. Compound 6 displayed the most potent activity in syncytium inhibition assay with effective concentration at 50% (EC50) value of 13.3 μM (SI >3.0). In the reverse transcriptase assay, compound 1 exhibited moderate activity with IC50 value of 213.9 μM.

AB - Four previously undescribed tetrahydrofuran lignans, named anorisols A−D (1–4) and fourteen known compounds (5–18) were isolated from the roots, stems, leaves and twigs of Anogeissus rivularis. The chemical structures were elucidated on the basis of their spectroscopic data and by comparison with the literature data. The absolute configurations of 1–4 were established by comparison of the experimental ECD spectra with the calculated ECD spectra. Some isolated compounds were evaluated for their cytotoxic activity as well as anti-HIV-1 activity employing reverse transcriptase (RT) and syncytium reduction assays using the ΔTat/RevMC99 virus in 1A2 cell line systems. Compound 6 displayed the most potent activity in syncytium inhibition assay with effective concentration at 50% (EC50) value of 13.3 μM (SI >3.0). In the reverse transcriptase assay, compound 1 exhibited moderate activity with IC50 value of 213.9 μM.

KW - Anogeissus rivularis

KW - Anti-HIV

KW - Combretaceae

KW - Lignans

KW - Tetrahydrofuran

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U2 - 10.1016/j.fitote.2021.104885

DO - 10.1016/j.fitote.2021.104885

M3 - Article

C2 - 33766743

AN - SCOPUS:85103663190

SN - 0367-326X

VL - 151

JO - Fitoterapia

JF - Fitoterapia

M1 - 104885

ER -

Bioactive tetrahydrofuran lignans from roots, stems, leaves and twigs of Anogeissus rivularis

Abstract

Keywords

UN SDGs

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