Phorneroids A–M, diverse types of diterpenoids from Euphorbia neriifolia

Gao, Yuan; Zhou, Jun‐Su; Liu, Hongchun; Yan, Zhang; Yin, Wei-Hang; Liu, Qun‐Fang; Wang, Guan‐Wu; Zhao, Jin‐Xin; Yue, Jian‐Min

doi:10.1016/j.phytochem.2022.113142

Cited by 9 publications

(3 citation statements)

References 36 publications

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“…The HMBC correlations from H 3 -15 to C-3, C-4, and C-5, H-3 to C-1, and H-2 to C-5 delineated a substituted cyclopentane moiety, and those from H 3 -14 to C-1, C-9, and C-10, H-9 to C-7, and H-5 to C-6 and C-7 further established a densely functionalized heptacyclic carbon framework that was fused to the cyclopentane moiety (Figure A). Furthermore, the presence of an α-hydroxymethyl-α,β-unsaturated-γ-lactone was corroborated by the HMBC correlations from H 2 -13 to C-7, C-11, and C-12 and the IR absorption bands at 1769 and 1691 cm –1 , therefore assembling a guaianolide skeleton for 4 (Figure A). Given the lack of HMBC correlation from H-8 to C-12, the ester linkage was tentatively assigned to C-6 and C-12.…”

Section: Resultsmentioning

confidence: 99%

Highly Modified Sesquiterpene Lactones with Cytotoxic Activities from Strobocalyx chunii

Gao

Zhang

et al. 2023

J. Org. Chem.

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Three new germacranolide sesquiterpene lactones (SLs), strochunolides A−C (1−3, respectively), and a new guaianolide SL, strochunolide D (4), were isolated from Strobocalyx chunii and structurally characterized. Compound 1 is the first example of a dihomo-germacranolide SL, characterized by an unprecedented 6/10/5 tricyclic scaffold incorporating an additional fused δ-lactone C-ring. The structure of a known germacranolide SL, spicatolide C (5), was revised as its 8-epimer. Compound 3 exhibited potent in vitro cytotoxic activity against the HL-60 cell line, with an IC 50 value of 0.18 ± 0.01 μM.

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Section: Resultsmentioning

confidence: 99%

Highly Modified Sesquiterpene Lactones with Cytotoxic Activities from Strobocalyx chunii

Gao

Zhang

et al. 2023

J. Org. Chem.

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“…The structures and absolute configurations of all the undescribed compounds were unambiguously determined, based on the comprehensive analyses of their NMR, MS, ECD, and X-ray crystallography data (Figure 57). From the aerial parts of Euphorbia neriifolia (Euphorbiaceae), a poisonous plant mainly distributed in tropical and subtropical regions of Asia, it was possible to isolate thirteen undescribed diterpenoids by ethanolic extraction and subsequent partitioning with EtOAc [86]. Four of the new compounds showed cytotoxic activity in the IC 50 range values of 2.5-9.9 µM against the A549 and HL-60 cancer cells, using the sulforhodamine B (SRB) and cell counting kit-8 (CCK-8) methods and adriamycin as the positive control.…”

Section: Tricyclic Diterpenes 321 Abietane-type Diterpenoidsmentioning

confidence: 99%

“…A new ent-atisane-type diterpenoid, named phorneroid H 167, with cytotoxic activity, was isolated from the Euphorbia neriifolia (Euphorbiaceae) aerial parts, together with ent-abietane-type diterpenoids (see paragraph 3.2.1). It showed an IC50 value of 4.1 and 4.0 μM against A549 and HL-60 cancer cells, respectively, using adriamycin as a positive control [86] (Figure 70).…”

Section: Atisane-type Diterpenoidsmentioning

confidence: 99%

New Diterpenes with Potential Antitumoral Activity Isolated from Plants in the Years 2017–2022

Forzato

Nitti

2022

Plants

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Diterpenes represent a wider class of isoprenoids, with more than 18,000 isolated compounds, and are present in plants, fungi, bacteria, and animals in both terrestrial and marine environments. Here, we report on the fully characterised structures of 251 new diterpenes, isolated from higher plants and published from 2017, which are shown to have antitumoral activity. An overview on the most active compounds, showing IC50 < 20 μM, is provided for diterpenes of different classes. The most active compounds were extracted from 29 different plant families; particularly, Euphorbiaceae (69 compounds) and Lamiaceae (54 compounds) were the richest sources of active compounds. A better activity than the positive control was obtained with 33 compounds against the A549 cell line, 28 compounds against the MCF-7 cell line, 9 compounds against the HepG2 cell line, 8 compounds against the Hep3B cell line, 19 compounds against the SMMC-7721 cell line, 9 compounds against the HL-60 cell line, 24 compounds against the SW480 cell line, and 19 compounds against HeLa.

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Ent-kauranes and ent-atisanes from Euphorbia wallichii and their anti-inflammatory activity

et al. 2023

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Phorneroids A–M, diverse types of diterpenoids from Euphorbia neriifolia

Cited by 9 publications

References 36 publications

Highly Modified Sesquiterpene Lactones with Cytotoxic Activities from Strobocalyx chunii

Highly Modified Sesquiterpene Lactones with Cytotoxic Activities from Strobocalyx chunii

New Diterpenes with Potential Antitumoral Activity Isolated from Plants in the Years 2017–2022

Ent-kauranes and ent-atisanes from Euphorbia wallichii and their anti-inflammatory activity

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