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Guidongnins I-J: Two New 6,7-seco-7,20-Olide-ent-kaurene Diterpenes with Unusual Structures from Isodon rubescens.


ABSTRACT: Two undescribed ent-kaurene diterpenes, named guidongnins I (1) and J (2), were isolated from the medicinal plant Isodon rubescens. Compound 1 was determined to contain an unprecedented 23 carbons in the skeleton by bearing an extra isopropyl group at C-17 out of the diterpenoid parent structure, and compound 2 was the first example of 6,7-seco-7,20-olide-ent-kaurenes with two fused-tetrahydrofuran rings formed between C-6 and C-19/C-20 through oxygen bridges. Their structures, including their absolute configurations, were determined using the analyses of the spectroscopic and X-ray diffraction data. Guidongnins I (1) and J (2) were assessed for their anti-cancer activities against the growth of various cancer cell lines, and 2 displayed cytotoxic potency against HepG2 at IC50 27.14 ± 3.43 μM.

SUBMITTER: Zou J 

PROVIDER: S-EPMC10488066 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature

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Guidongnins I-J: Two New 6,7-<i>seco</i>-7,20-Olide-<i>ent</i>-kaurene Diterpenes with Unusual Structures from <i>Isodon rubescens</i>.

Zou Juan J   Ye Jianghai J   Zhao Chenliang C   Zhang Jingjie J   Liu Yahua Y   Pan Lutai L   He Kang K   Zhang Hongjie H  

International journal of molecular sciences 20230830 17


Two undescribed <i>ent</i>-kaurene diterpenes, named guidongnins I (<b>1</b>) and J (<b>2</b>), were isolated from the medicinal plant <i>Isodon rubescens</i>. Compound <b>1</b> was determined to contain an unprecedented 23 carbons in the skeleton by bearing an extra isopropyl group at C-17 out of the diterpenoid parent structure, and compound <b>2</b> was the first example of 6,7-<i>seco</i>-7,20-olide-<i>ent</i>-kaurenes with two fused-tetrahydrofuran rings formed between C-6 and C-19/C-20 thr  ...[more]

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