Alkaloids and Polyacetylenes from Hippobroma longiflora with Antiangiogenesis Properties

Tzu Yi Ke; Shih Wei Wang; Shu Rong Chen; Dong Ming Huang; Yun Sheng Lin; Tsong Long Hwang; Wen Chun Sun; Yuan Bin Cheng

doi:10.1021/acs.jnatprod.2c00853

Alkaloids and Polyacetylenes from Hippobroma longiflora with Antiangiogenesis Properties

Tzu Yi Ke, Shih Wei Wang, Shu Rong Chen, Dong Ming Huang, Yun Sheng Lin, Tsong Long Hwang, Wen Chun Sun, Yuan Bin Cheng^*

^*Corresponding author for this work

School of Traditional Chinese Medicine

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

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Abstract

Four new alkaloids, hippobrines A-D (1-4), along with three new polyacetylenes, hippobrenes A-C (5-7), were isolated from Hippobroma longiflora. Compounds 1-3 possess an unprecedented carbon skeleton. All of the new structures were determined by analyzing their mass and NMR spectroscopic data. The absolute configurations of 1 and 2 were confirmed by single-crystal X-ray analyses, and the absolute configurations of 3 and 7 were deduced using their ECD spectra. Plausible biogenetic pathways of 1 and 4 were proposed. In regard to bioactivities, all compounds (1-7) exhibited weak antiangiogenic activity against human endothelial progenitor cells, with IC₅₀ values ranging from 21.1 ± 1.1 to 44.0 ± 2.3 μg/mL.

Original language	English
Pages (from-to)	719-729
Number of pages	11
Journal	Journal of Natural Products
Volume	86
Issue number	4
DOIs	https://doi.org/10.1021/acs.jnatprod.2c00853
State	Published - 28 04 2023

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© 2023 American Chemical Society and American Society of Pharmacognosy.

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title = "Alkaloids and Polyacetylenes from Hippobroma longiflora with Antiangiogenesis Properties",

abstract = "Four new alkaloids, hippobrines A-D (1-4), along with three new polyacetylenes, hippobrenes A-C (5-7), were isolated from Hippobroma longiflora. Compounds 1-3 possess an unprecedented carbon skeleton. All of the new structures were determined by analyzing their mass and NMR spectroscopic data. The absolute configurations of 1 and 2 were confirmed by single-crystal X-ray analyses, and the absolute configurations of 3 and 7 were deduced using their ECD spectra. Plausible biogenetic pathways of 1 and 4 were proposed. In regard to bioactivities, all compounds (1-7) exhibited weak antiangiogenic activity against human endothelial progenitor cells, with IC50 values ranging from 21.1 ± 1.1 to 44.0 ± 2.3 μg/mL.",

author = "Ke, {Tzu Yi} and Wang, {Shih Wei} and Chen, {Shu Rong} and Huang, {Dong Ming} and Lin, {Yun Sheng} and Hwang, {Tsong Long} and Sun, {Wen Chun} and Cheng, {Yuan Bin}",

note = "Publisher Copyright: {\textcopyright} 2023 American Chemical Society and American Society of Pharmacognosy.",

year = "2023",

month = apr,

day = "28",

doi = "10.1021/acs.jnatprod.2c00853",

language = "英语",

volume = "86",

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TY - JOUR

T1 - Alkaloids and Polyacetylenes from Hippobroma longiflora with Antiangiogenesis Properties

AU - Ke, Tzu Yi

AU - Wang, Shih Wei

AU - Chen, Shu Rong

AU - Huang, Dong Ming

AU - Lin, Yun Sheng

AU - Hwang, Tsong Long

AU - Sun, Wen Chun

AU - Cheng, Yuan Bin

PY - 2023/4/28

Y1 - 2023/4/28

N2 - Four new alkaloids, hippobrines A-D (1-4), along with three new polyacetylenes, hippobrenes A-C (5-7), were isolated from Hippobroma longiflora. Compounds 1-3 possess an unprecedented carbon skeleton. All of the new structures were determined by analyzing their mass and NMR spectroscopic data. The absolute configurations of 1 and 2 were confirmed by single-crystal X-ray analyses, and the absolute configurations of 3 and 7 were deduced using their ECD spectra. Plausible biogenetic pathways of 1 and 4 were proposed. In regard to bioactivities, all compounds (1-7) exhibited weak antiangiogenic activity against human endothelial progenitor cells, with IC50 values ranging from 21.1 ± 1.1 to 44.0 ± 2.3 μg/mL.

AB - Four new alkaloids, hippobrines A-D (1-4), along with three new polyacetylenes, hippobrenes A-C (5-7), were isolated from Hippobroma longiflora. Compounds 1-3 possess an unprecedented carbon skeleton. All of the new structures were determined by analyzing their mass and NMR spectroscopic data. The absolute configurations of 1 and 2 were confirmed by single-crystal X-ray analyses, and the absolute configurations of 3 and 7 were deduced using their ECD spectra. Plausible biogenetic pathways of 1 and 4 were proposed. In regard to bioactivities, all compounds (1-7) exhibited weak antiangiogenic activity against human endothelial progenitor cells, with IC50 values ranging from 21.1 ± 1.1 to 44.0 ± 2.3 μg/mL.

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U2 - 10.1021/acs.jnatprod.2c00853

DO - 10.1021/acs.jnatprod.2c00853

M3 - 文章

C2 - 37023532

AN - SCOPUS:85152118719

SN - 0163-3864

VL - 86

SP - 719

EP - 729

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 4

ER -

Alkaloids and Polyacetylenes from Hippobroma longiflora with Antiangiogenesis Properties

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