Oleanane-Type Isomeric Triterpenoids from <i>Barringtonia racemosa</i>

Gowri, P. Mangala; Radhakrishnan, S. V. S.; Basha, Shaik Johny; Sarma, Akella V. S.; Rao, J. Madhusudana

doi:10.1021/np8007396

Cited by 31 publications

(16 citation statements)

References 19 publications

(16 reference statements)

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“…Furthermore, ROESY cross peaks at δ H 0.74 (3 H, s, H 3 ‐29)/5.48 (1H, d J = 9.3 Hz, H‐21) and 0.88 (3 H, s, H 3 ‐30)/4.03 (1H, H‐22) revealed the β ‐axial orientation of the H‐22, and the multiplicity as a doublet and the coupling constant of 9.3 Hz suggested an α ‐axial orientation of H‐21. This extensive 2D NMR analysis confirmed the identification of the aglycone of compound 2 as the already known sapogenol called R1‐barrigenol (olean‐12‐ene‐3 β ,15 α ,16 α ,21 β ,22 α ,28‐hexol), which is esterified at C‐21 by an acetyl function. In the 1 H NMR spectrum of compound 2 , signals of five anomeric protons were shown at δ H 5.06 (br s), 4.81 (d, J = 6.0 Hz), 4.72 (d, J = 7.3 Hz), 4.28 (d, J = 6.9 Hz) and 4.14 (d, J = 5.7 Hz), which correlated in the HSQC spectrum with five carbons at δ C 106.8, 101.9, 101.4, 103.6 and 104.6, respectively, indicating the presence of five sugar moieties.…”

Section: Resultssupporting

confidence: 63%

Two new triterpenoid saponins from Pittosporum senacia Putterlick (Pittosporaceae)

Linnek

Mitaine-Offer

Paululat

et al. 2012

Magnetic Reson in Chemistry

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From the branches of Pittosporum senacia Putterlick (Pittosporaceae), two new triterpenoid saponins, senaciapittosides A and B (1, 2), were isolated. Their structures were elucidated by extensive analysis of one- and two-dimensional nuclear magnetic resonance spectroscopy, high-resolution electrospray ionization mass spectrometry (HR-ESIMS) and chemical evidence as 3-O-[β-D-glucopyranosyl-(1 → 2)]-[α-L-arabinopyranosyl-(1 → 3)]-[α-L-arabinofuranosyl-(1 → 4)]-β-D-glucuronopyranosyl oleanolic acid 28-O-β-D-glucopyranosyl ester (1) and 3-O-[β-D-glucopyranosyl-(1 → 2)]-[α-L-arabinopyranosyl-(1 → 3)]-[α-L-arabinofuranosyl-(1 → 4)]-β-D-glucuronopyranosyl-22-O-α-L-arabinopyranosyl-21-acetoxy R1-barrigenol (2). Compound 2 presents an unusual glycosylation at C-22 of its aglycone.

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Section: Resultssupporting

confidence: 63%

Two new triterpenoid saponins from Pittosporum senacia Putterlick (Pittosporaceae)

Linnek

Mitaine-Offer

Paululat

et al. 2012

Magnetic Reson in Chemistry

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“…The hexane, ethanol, methanol extracts of seeds of B. racemosa reported to possess α-glucosidase and α-amylase inhibition activities (Gowri et al 2007). Gowri et al (2009) also reported the presence of pentacyclic triterpenoid bartogenic acid in the methanol extracts of this plant responsible for its antidiabetic activity.…”

Section: B Racemosamentioning

confidence: 91%

Antidiabetic potential of mangrove plants: a review

Das

Samantaray

Patra

et al. 2015

Frontiers in Life Science

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Diabetes mellitus is a heterogeneous group of metabolic disorders characterized by persistent hyperglycaemia and becoming a serious threat to mankind health in all parts of the world. Production of reactive oxygen species and disturbed capacity of antioxidant defence have been reported for enhanced production of free radicals in diabetic subjects. As oxidative stress is found to be a central event in the development of diabetic complications, hence antioxidants may play an important role in the improvement of diabetes and its associated complications. Currently there has been an increased interest globally to identify antioxidant compounds that are pharmacologically potent and have low or no side effects. Phytochemicals and metabolites from mangrove plants are reported to exhibit strong antioxidant properties in terms of both enzymatic and non-enzymatic activities. Recent researches have also revealed that a number of mangrove plants have shown antidiabetic activities attributed to their unique metabolites such as flavonoids, triterpenoids, limonoids and polysaccharides. Thus, mangrove plants can be of great use in tackling diabetic and its associated oxidative stress mediated complications. The present review highlights a relation between oxidative stress and diabetes and the role of mangrove plants in alleviating diabetes, in general, and oxidative stress mediated diabetic complications, in particular.

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“…Several diterpenoids and triterpenoids have been identified in B. racemosa extract and a pentacyclic triterpenoid, bartogenic acid, is the major active component [138, 139]. The hexane, ethanol and methanol extracts as well as the pure compound of bartogenic acid inhibited intestinal α -glucosidase activity at concentrations ranging from 0.02–0.2 μ g/mL in an in vitro enzymatic study.…”

Section: Commonly Used Tcm/tim For T2dmmentioning

confidence: 99%

Treating Type 2 Diabetes Mellitus with Traditional Chinese and Indian Medicinal Herbs

Wang

Chan

2013

Evidence-Based Complementary and Alternative Medicine

100

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Type II diabetes mellitus (T2DM) is a fast-growing epidemic affecting people globally. Furthermore, multiple complications and comorbidities are associated with T2DM. Lifestyle modifications along with pharmacotherapy and patient education are the mainstay of therapy for patients afflicted with T2DM. Western medications are frequently associated with severe adverse drug reactions and high costs of treatment. Herbal medications have long been used in the treatment and prevention of T2DM in both traditional Chinese medicine (TCM) and traditional Indian medicine (TIM). This review examines in vivo, in vitro, and clinical evidence supporting the use of various herbs used in TCM and TIM. The problems, challenges, and opportunities for the incorporation of herbal frequently used in TCM and TIM into Western therapy are presented and discussed.

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Oleanane-Type Isomeric Triterpenoids from Barringtonia racemosa

Cited by 31 publications

References 19 publications

Two new triterpenoid saponins from Pittosporum senacia Putterlick (Pittosporaceae)

Two new triterpenoid saponins from Pittosporum senacia Putterlick (Pittosporaceae)

Antidiabetic potential of mangrove plants: a review

Treating Type 2 Diabetes Mellitus with Traditional Chinese and Indian Medicinal Herbs

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