Isomadecassoside, a New Ursane-Type Triterpene Glycoside from Centella asiatica Leaves, Reduces Nitrite Levels in LPS-Stimulated Macrophages

Chianese, Giuseppina; Masi, Francesca; Cicia, Donatella; Ciceri, Daniele; Arpini, Sabrina; Falzoni, Mario; Pagano, Ester; Taglialatela‐Scafati, Orazio

doi:10.3390/biom11040494

Cited by 11 publications

(2 citation statements)

References 17 publications

(28 reference statements)

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“…Powered leaves mixed with lime are applied to sores on babies, and the plant is also indicated for skin diseases [31,32,42,89]. [94,96]; Asiaticoside B [93,97]; Isomadecassoside [98]; Quadranoside IV, Quercetin, Astragalin, Isoquercetrin [94]; Centelloside E-G, 11-oxo-Asiaticoside B, 11-oxo-Madecassoside, 11(β)-Methoxy asiaticoside B, 11(β)-Methoxy madecassoside, Centellasaponin A, Isoasiaticoside, Scheffoleoside A [93]; 2α,3β,20,23-Tetrahydroxyurs-28-oic acid [99]; Ursolic acid lactone, Ursolic acid, Pomolic acid, Epi-maslinic acid, Corosolic acid, Rosmarinic acid [95]. [111]; Microhelenalin B and C, Arnicolides B-D, Helenalin-angelate, Helenalin-isovalerate, Helenalin-isobutyrate, Helenalin-3-methyl-2-butanoate, Minimolide E, Minimolide B, 2α-Methoxy-6α-angeloyl-2,3-helenalin [101]; Caloinophyllin A, Nobiletin, Quercetin pentamethyl ether, 3 ,4 5,7-Tetramethoxyflavone, 4 ,5,7-Trimethoxyflavone, 1,5-Dihydroxyxanthone, 1,8-Dimethoxy-2-hydroxyxanthone, 1,6-Dihydroxy-7-methoxyxanthone, 4-Methoxycaffeic acid [112].…”

Section: Canadamentioning

confidence: 99%

Indigenous Uses, Phytochemical Analysis, and Anti-Inflammatory Properties of Australian Tropical Medicinal Plants

Yeshi

Turpin

Jamtsho³

et al. 2022

Molecules

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Australian tropical plants have been a rich source of food (bush food) and medicine to the first Australians (Aboriginal people), who are believed to have lived for more than 50,000 years. Plants such as spreading sneezeweed (Centipeda minima), goat’s foot (Ipomoea pes-caprae), and hop bush (Dodonaea viscosa and D. polyandra) are a few popular Aboriginal medicinal plants. Thus far, more than 900 medicinal plants have been recorded in the tropical region alone, and many of them are associated with diverse ethnomedicinal uses that belong to the traditional owners of Aboriginal people. In our effort to find anti-inflammatory lead compounds in collaboration with Aboriginal communities from their medicinal plants, we reviewed 78 medicinal plants used against various inflammation and inflammatory-related conditions by Aboriginal people. Out of those 78 species, we have included only 45 species whose crude extracts or isolated pure compounds showed anti-inflammatory properties. Upon investigating compounds isolated from 40 species (for five species, only crude extracts were studied), 83 compounds were associated with various anti-inflammatory properties. Alphitolic acid, Betulinic acid, Malabaric acid, and Hispidulin reduced proinflammatory cytokines and cyclooxygenase enzymes (COX-1 and 2) with IC50 values ranging from 11.5 to 46.9 uM. Other promising anti-inflammatory compounds are Brevilin A (from Centipeda minima), Eupalestin, and 5′-methoxy nobiletin (from Ageratum conyzoides), Calophyllolide (from Calophyllum inophyllum), and Brusatol (from Brucea javanica). D. polyandra is one example of an Aboriginal medicinal plant from which a novel anti-inflammatory benzoyl ester clerodane diterpenoid compound was obtained (compound name not disclosed), and it is in the development of topical medicines for inflammatory skin diseases. Medicinal plants in the tropics and those associated with indigenous knowledge of Aboriginal people could be a potential alternative source of novel anti-inflammatory therapeutics.

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Section: Canadamentioning

confidence: 99%

Indigenous Uses, Phytochemical Analysis, and Anti-Inflammatory Properties of Australian Tropical Medicinal Plants

Yeshi

Turpin

Jamtsho³

et al. 2022

Molecules

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“…Many triterpenic acids are proved as strong bioactive compounds and used as pharmaceutical and cosmeceutical ingredients. Asiatic acid, madecassic acid, corosolic acid, and betulinic acids are representative chemicals that are well investigated and industrialized in those ways [16][17][18][19]. In this study, HaCaT cells radiated with UVB were adopted due to the well-established references of inflammatory responses of HaCaT to UVB [12,13].…”

Section: Discussionmentioning

confidence: 99%

Variation of Triterpenic Acids in 12 Wild Syzygium formosum and Anti-Inflammation Activity on Human Keratinocyte HaCaT

Park¹,

Kim

Lee³

et al. 2021

Plants

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Syzygium formosum (Wall.) Masam leaf is known as a Vietnamese traditional herbal medicine used to treat atopic dermatitis and stomach ulcers. Recently, its potent anti-allergic effects were reported with possible active compounds analysis. Here, we collected S. formosum leaves from 12 wild trees and compared compositions of triterpenic acids (TA) with Centella asiatica. Anti-inflammatory activities of S. formosum leaf extract (SFLE) was compared with C. asiatica extract (CAE) using human keratinocyte, HaCaT. In this study, up to seven TAs were identified in SFLE, while only madecassic and asiatic acids were detected in the CAE. Total TA content varied among SFLE, but asiatic, corosolic, and betulinic acids were the major components. Surprisingly, wild tree sample 12 (S12) contained total TA of 27.2 mg/g dry-leaves that was 5-fold greater than that in the C. asiatica sample, and S4 had the highest content of asiatic acid (12.6 mg/g dry-leaves) that accounted for 50% of the total TA. S4 and S12 showed more than 3-fold higher anti-oxidative power than the CAE. In the UVB irradiation model, S4 and S12 (5 μg/mL) strongly repressed mRNA levels of pro-inflammatory cytokines (IL-1β, IL-6, and IL-8) and COX-2, while the CAE at the same condition showed moderate or weak repression. The difference in anti-inflammation effects between the SFLE and the CAE was also confirmed by protein quantifications. Taken together, SFLE has great potentials as a new cosmeceutical ingredient with a higher amount of skin-active phytochemicals.

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Macrosphelides from Antarctic fungus Pseudogymnoascus sp. (strain SF-7351) and their neuroprotective effects on BV2 and HT22 cells

Liu,

Vinh,

Tuan

et al. 2023

Chemico-Biological Interactions

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Isomadecassoside, a New Ursane-Type Triterpene Glycoside from Centella asiatica Leaves, Reduces Nitrite Levels in LPS-Stimulated Macrophages

Cited by 11 publications

References 17 publications

Indigenous Uses, Phytochemical Analysis, and Anti-Inflammatory Properties of Australian Tropical Medicinal Plants

Indigenous Uses, Phytochemical Analysis, and Anti-Inflammatory Properties of Australian Tropical Medicinal Plants

Variation of Triterpenic Acids in 12 Wild Syzygium formosum and Anti-Inflammation Activity on Human Keratinocyte HaCaT

Macrosphelides from Antarctic fungus Pseudogymnoascus sp. (strain SF-7351) and their neuroprotective effects on BV2 and HT22 cells

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