Isolation, transformation, anticancer, and apoptosis activity of lupeyl acetate from Artocarpus integra

Suwito, Hery; Heffen, Wan Lelly; Cahyana, Herry; Suwarso, Wahyudi Priyono

doi:10.1063/1.4943339

Cited by 8 publications

(7 citation statements)

References 8 publications

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“…The signal of the proton attached to C-3 appears as a multiplet at δ 4.47, and the doublet of triplet at δ 2.37 (J = 11.1 and 5.6 Hz) correspond to the signal of the proton attached to C-19. All these attributions are in agreement with data from literature for lupeol acetate (3)(Hassan et al 2015;Suwito et al 2016;Besbes et al 2017).Compound (4) was identified as taraxasterol acetate. Its mass spectrum showed the molecular ion peak at m/z 468, which correspond to the molecular formula C 32 H 52 O 2 .…”

supporting

confidence: 90%

Allelopathic activity and chemical constituents of extracts from roots of Euphorbia heterophylla L

Silva

Furlani

Demuner

et al. 2018

Natural Product Research

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Euphorbia heterophylla L. is regarded as a major weed worldwide. Its high aggressiveness in agricultural environment prompted us to investigate the allelopatic activity and chemical constitution of extracts from roots of this plant. Hexane extract showed low phytotoxic activity. Methanol extract at 2.0 mg mL inhibited 100% of germination, root and shoot growth of the indicator plants Sorghum bicolor and Lactuca sativa. β-sitosterol, stigmasterol, and esters of lupeol, germanicol, taraxasterol, pseudotaraxasterol, α-amyrin and β-amyrin were isolated from the hexane extract and their structures elucidated on the basis of MS andH, C and DEPT-135 NMR data. GC-MS analysis of the derivatized methanol extract allowed for identifying a series of allelopathic organic acids potentially involved in allelopathic interactions of E. heterophylla. This is the first study on the allelopathic activity of extracts and identification of metabolites from roots of E. heterophylla.

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supporting

confidence: 90%

Allelopathic activity and chemical constituents of extracts from roots of Euphorbia heterophylla L

Silva

Furlani

Demuner

et al. 2018

Natural Product Research

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“…This result may be due to present of a combination of bioactive constituents that have anticancer effect as terpenoides, sterols and different phenolic acid. This activity is confirmed by another study, Suwito et al, 2016 who mentioned that the IC50 of Lupeyl acetate, lupeol, and lupenone showed that anticancer activity of the prepared compounds following apoptosis mechanism. In addition to, Ewelyne et al, 2014 found that Cytotoxicity was only observed in fractions enriched with alpha and beta -amyrin and added that the resin and fractions enriched with α-and β-amyrin promoted cytotoxicity and apoptosis.…”

Section: Discusionsupporting

confidence: 73%

A potent chemopreventive effect of diethyl ether extract of lotus peregrinus L. on apoptosis associated proteins and oxidative stress markers in mammary tumor –induced in rats

Hussein

Abdel-Aal

Emam

2019

Benha Veterinary Medical Journal

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The objective of the present study was to investigate the bioactive constituent of diethyl ether extract and to determine whether the diethyl ether extract of Lotus peregrinus L. exerts chemoprotected effect by stimulating apoptosis during medroxyprogesterone acetate (MPA)-DMBA mammary carcinogenesis using the expression of the apoptosis-associated proteins Bax and caspases 9; as well as improvement of oxidative status of the mammary tumor tissue. Sixty female wistar rats (52 days old) were divided into four equal groups. Group I (normal group): rats administered distilled water. Group II (carcinogenic group); on day 0, wistar rats were given DMBA (2.5 mg/ rat; orally) followed by second dose DMBA (2.5 mg/ rat; orally) on day 15, 90-day timedrelease pellets containing 25 mg MPA were implanted' into rats on day 30. Group III (diethyl ether protected), on day 0, wistar rats were given DMBA (2.5 mg/ rat; orally) followed by second dose DMBA (2.5 mg/ rat; orally) on day 15, on day 26 rats were administered diethyl ether (50 mg /kg. b. wt.; orally), 90-day timed-release pellets containing 25 mg MPA were implanted into rats on day 30. Group IV (diethyl ether treated group); given diethyl ether (50 mg /kg. b. wt.; orally) after induction of mammary cancer. Our findings showed the positive treatment of mammary tumor and improved oxidative status of the tissue was evident by increase in the levels of GSH, Catalase and decreased levels of serum MDA levels which in turn is an indicator of reduced oxidative stress of the tissue. Therefore, this study suggests that diethyl ether extract of Lotus peregrinus can be useful for the treatment as well as improvement of oxidative status of the mammary tumor tissue .Also, was more effective in inhibiting DMBA-MPA induced mammary tumors and modulating the expression of apoptosis associated proteins.

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“…Other studies have shown that lupenone ( 100 ) had an anticancer activity against breast cancer cells MCF-7 with an IC50 of 8.07 μg/mL using the neutral red assay [ 88 ]. Likewise, lupenone ( 100 ) inhibited the MCF-7 cells activity, which was consistent with the previous studies.…”

Section: Biological Activitiesmentioning

confidence: 99%

A Review of the Ethnomedicinal Uses, Biological Activities, and Triterpenoids of Euphorbia Species

et al. 2020

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The genus Euphorbia is one of the largest genera in the spurge family, with diversity in range, distribution, and morphology. The plant species in this genus are widely used in traditional medicine for the treatment of diseases, ranging from respirational infections, body and skin irritations, digestion complaints, inflammatory infections, body pain, microbial illness, snake or scorpion bites, pregnancy, as well as sensory disorders. Their successes have been attributed to the presence of diverse phytochemicals like polycyclic and macrocyclic diterpenes with various pharmacological properties. As a result, Euphorbia diterpenes are of interest to chemists and biochemists with regard to drug discovery from natural products due to their diverse therapeutic applications as well as their great structural diversity. Other chemical constituents such as triterpenoids have also been reported to possess various pharmacological properties, thus supporting the traditional uses of the Euphorbia species. These triterpenoids can provide potential leads that can be developed into pharmaceutical compounds for a wide range of medicinal applications. However, there are scattered scientific reports about the anticancer activities of these constituents. Harnessing such information could provide a database of bioactive pharmacopeia or targeted scaffolds for drug discovery. Therefore, this review presents an updated and comprehensive summary of the ethnomedicinal uses, phytochemistry, and the anticancer activities of the triterpenoids of Euphorbia species. Most of the reported triterpenoids in this review belong to tirucallane, cycloartanes, lupane, oleanane, ursane, and taraxane subclass. Their anticancer activities varied distinctly with the majority of them exhibiting significant cytotoxic and anticancer activities in vitro. It is, therefore, envisaged that the report on Euphorbia triterpenoids with interesting anticancer activities will form a database of potential leads or scaffolds that could be advanced into the clinical trials with regard to drug discovery.

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Isolation, transformation, anticancer, and apoptosis activity of lupeyl acetate from Artocarpus integra

Cited by 8 publications

References 8 publications

Allelopathic activity and chemical constituents of extracts from roots of Euphorbia heterophylla L

Allelopathic activity and chemical constituents of extracts from roots of Euphorbia heterophylla L

A potent chemopreventive effect of diethyl ether extract of lotus peregrinus L. on apoptosis associated proteins and oxidative stress markers in mammary tumor –induced in rats

A Review of the Ethnomedicinal Uses, Biological Activities, and Triterpenoids of Euphorbia Species

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