A new benzophenone glycoside from the leaves of Psidium guajava L.

Fu, Hui Zheng; Yang, Jing Zhi; Li, Chuang Jun; Zhang, Dong Ming

doi:10.1016/j.cclet.2010.09.029

Cited by 9 publications

(5 citation statements)

References 11 publications

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“…Up to now, natural benzophenones that exhibited anaphylaxis, inflammatory, alpha-glucosidase and HIV inhibition activity have been reported from species of the Clusiaceae, Thymelaeaceae, Myrtaceae and Iridaceae, etc. [15,16,17,18,19]. The substituents on the phenyl ring usually are hydroxyl, methoxy and isopentene groups.…”

Section: Discussionmentioning

confidence: 99%

Chemical Constituents from the Roots of Ranunculus ternatus and their Inhibitory Effects on Mycobacterium tuberculosis

et al. 2013

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Abstract:Two new benzophenones, methyl (R)-3-[2-(3,4-dihydroxybenzoyl)-4,5-dihydroxyphenyl]-2-hydroxypropanoate (1) and n-butyl (R)-3-[2-(3,4-dihydroxybenzoyl)-4,5-dihydroxyphenyl]-2-hydroxypropanoate (2), were isolated from the roots of Ranunculus ternatus along with the two known compounds vanillic acid (3) and gallic acid (4). Their structures were elucidated by physical and spectroscopic analysis. In addition, compound 1 exhibited obvious activity against tuberculosis, while the activity of a 1:1 mixture of compound 1 plus 4 is better than that of 1 alone.

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Section: Discussionmentioning

confidence: 99%

Chemical Constituents from the Roots of Ranunculus ternatus and their Inhibitory Effects on Mycobacterium tuberculosis

et al. 2013

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“…The antiinflammatory activities were also investigated by measuring NO production in LSPinduced RAW 264.7 cells. The results showed that 50 (10 µmol/L) [46], 34 (IC50 = 11.7 µM) [254], 148 (IC50 = 2.40 µM), 204 (IC50 = 2.29 µM), 188 (IC50 = 2.00 µM) compared to the positive control cadamonin (IC50 = 1.41 µM) [112], and 44 (IC50 = 17.23 µM, compared to indomethacin IC50 = 15.20 µM) [255] possessed significant inhibitory activity against NO production. Additionally, the results showed that iriflophenone-2-O-α-L-rhamnoside 108 were able to reduce significantly NO production in RAW 264.7 cells stimulated by LPS/IFN-ɣ at low concentration (6.25 µg/mL) [243] and possessed IC50 = 19.22 µM in LPStreated RAW 264.7 cells [222].…”

Section: Anti-inflammatory Activitymentioning

confidence: 99%

“…[45] were isolated from the respective species. Two 4-O-glycosides of 17 (50 and 51) were isolated from the ethanol extract of the Psidium guajava L. leaves [46,47]. The phytochemical investigations of Polygala tenuifolia Willd.…”

Section: Trioxygenated Bezophenonesmentioning

confidence: 99%

Naturally Occurring Simple Oxygenated Benzophenones: Structural Diversity, Distribution, and Biological Properties

Marinov,

Kokanova-Nedialkova,

Nedialkov

2023

Diversity

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Naturally occurring benzophenones represent a relatively small group of plant metabolites with narrow distribution, mainly in members of Clusiaceae, Gentianaceae, Hypericaceae, Polygalaceae, Myrtaceae, etc.; however, there were reports of several compounds derived from microorganisms belonging to the Aspergillaceae and Valsaceae families and propolis. Benzophenones exhibit many biological activities, such as antioxidant, anti-inflammatory, cytotoxic, antimicrobial, etc. Few reviews on benzophenones that have appeared in the literature were focused on their prenylated derivatives. Summarized information on structural diversity, distribution, and biological activities of simple oxygenated naturally occurring benzophenones and their glycosides has not been found in the literature. Until 2000, only benzophenone C-glycosides were known to occur in nature. Since then, many O-glycosides have been isolated, structurally, and biologically characterized. This review covers the years from 1850 to 2023 and was compiled using databases such as Chemical Abstracts, Scopus, Google Scholar, PubMed, and ResearchGate. Based on their degree of oxidation, 210 chemical structures of benzophenone derivatives and glycosides were grouped into six categories. In addition, in one group of 40 miscellaneous benzophenones, where one or several protons are replaced by a methyl, alcohol, carboxyl, or acyl group, glycosidic forms with such an aglycone and dimeric compounds with xanthone was included. Simple oxygenated benzophenones and their glycosides were found in 77 plant genera belonging to 44 families. The allergy-associated bezophenone-1, benzophenone-2 and benzophenone-3 have limited distribution across natural sources. A wide range of biological activities (antioxidant, anti-inflammatory, cytotoxic, antitumor, cytoprotective, antimicrobial, MAO-A, antiarthritic, anticholinesterase, anti-atherosclerotic, laxative, etc.) of simple oxygenated benzophenones and their glycosides that appeared in the literature were discussed.

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“…PG belongs to the family of Myrtaceae and is a large spreading shrub or a small tree up to 15 m high [4]. It is grown throughout the tropics and subtropics and is known for its edible fruits [5]. This plant is available in the South America, European, Africa and Asia [6].…”

mentioning

confidence: 99%

“…The common names of PG are guava (English), jambu batu (Malay), mansala (India) and gwaaba (Africa). Phytochemical studies undertaken on different parts of the plants have resulted in the isolation and identification of various terpenoids, flavonoids and tannins [5][6][7][8][9][10]. Different parts of PG have known to pose several medicinal properties such as anti-inflammatory, analgesic and anti-pyretic [11], anti-cough [4], anti-microbial [8,12], intestinal anti-spasmodic [13], anti-diabetic [14] and anti-oxidant [15].…”

mentioning

confidence: 99%

Screening on Anti-Proliferative Activity of Psidium Guajava Leaves Extract towards Selected Cancer Cell Lines

Sul’ain

Zazali²,

Ahmad³

2012

UCMS

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Psidium guajava (PG) has been reported to possess an anti-inflammatory, anti-microbial and hypoglycemic activity. However, the information of PG as an anti-cancer is still limited. The purpose of this study is to determine the anti-proliferative activity of organic extracts of PG leaves against the selected cancer cell lines. The three cancer cell lines were cervical cancer (HeLa), breast cancer (MDA-MB-231) and osteosarcoma (MG-63). The PG leaves were extracted using petroleum ether, methanol, and water. For negative control cell, non-malignant cell Madin Darby canine kidney (MDCK) was used where areas cisplatin act as positive control. In this study, methylene blue assay was done to test the anti-proliferative activity of the plant extracts. The anti-proliferative activity was expressed in IC 50 value. All of the organic extracts of PG showed no anti-proliferative activity on HeLa. However, petroleum ether leaves extract showed the most effective anti-proliferative activity followed by methanol extract and water extract to MDA-MB-231, with IC 50 of 4.23µg/ml, 18.60 µg/ml and 55.69 µg/ml respectively. Petroleum ether extract also showed similar effects on MG-63 followed by methanol extract and water extract with IC 50 of 5.42 µg/ml, 23.25 µg/ml and 61.88 µg/ml respectively. The petroleum ether leaves extract also showed the most anti-proliferative activity towards MDCK. As a conclusion, PG extracted with petroleum ether exhibited the most effective anti-proliferative towards MD-MB-231 and MG-63. However, this extract showed cytotoxic effect on non-malignant cell line (MDCK). Thus, the test on other non-malignant cells must be carried out to screen its side effect on normal cells. PG has the potential for anti-cancer agents especially for breast cancer and osteosarcoma. A further investigation on their molecular mechanism is worth in understanding the anti-cancer drug development.

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A new benzophenone glycoside from the leaves of Psidium guajava L.

Cited by 9 publications

References 11 publications

Chemical Constituents from the Roots of Ranunculus ternatus and their Inhibitory Effects on Mycobacterium tuberculosis

Chemical Constituents from the Roots of Ranunculus ternatus and their Inhibitory Effects on Mycobacterium tuberculosis

Naturally Occurring Simple Oxygenated Benzophenones: Structural Diversity, Distribution, and Biological Properties

Screening on Anti-Proliferative Activity of Psidium Guajava Leaves Extract towards Selected Cancer Cell Lines

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