Triterpenoids from the Leaves of Eucalyptus camaldulensis var. obtusa

Abstract

An investigation on the constituents of the fresh, uncrushed leaves of Eucalyptus camaldulensis var. obtusa has led to the isolation of three new and one known triterpenoids. The new products were characterized by chemical and spectroscopic studies as camaldulic acid (20β-acetoxy-3βhydroxyurs-12-en-28-oic acid) (1), camaldulensic acid (3β,30-dihydroxy-11R-methoxyurs-12en-28-oic acid) (2) and camaldulenic acid (2R,3β-dihydroxyolean-11,13(18)-dien-28-oic acid) (3), whereas the known compound was identified as ursolic acid lactone (3β-hydroxyurs-11-en-13β(28)-olide).

Triterpenoids from the Roots of Rhaphiolepis indica var. tashiroi and Their Anti-Inflammatory Activity

“…Two tertiary olefinic carbons at δ 123.3 (C-12) and 129.1 (C-11), and two quaternary olefinic carbons at δ 132.9 (C-18) and 134.7 (C-13) indicated the presence of two double bonds. Two oxymethine carbons at δ 68.8 and 83.9, and a γ-lactonic carbonyl carbon at δ 178.1 supported the proposed structure as 1 , which was similar to that of camaldulenic acid ( 8 ) with oleanane-type skeleton [3]. The major difference was a γ-lactonic carbonyl group in ring E in 1 instead of the COOH group in 8 .…”

“…The known compounds, glutinol ( 3 ) [6], 5(6)-gluten-3α-ol ( 4 ) [7], uvaol ( 5 ) [8], 20β,28-epoxy-28α-methoxytaraxasteran-3β-ol ( 6 ) [9], tormentic acid ( 7 ) [10], camaldulenic acid ( 8 ) [3], 2α,3β-dihydroxyolean-13(18)-en-28-oic acid ( 9 ) [4], arjunic acid ( 10 ) [8] were identified by comparison of their physical and spectroscopic data with values reported in the literatures.…”

Essential Oil of Eucalyptus Gunnii Hook. As a Novel Source of Antioxidant, Antimutagenic and Antibacterial Agents

“…This species is used in the indigenous system of medicine to cure various human ailments, such as diarrhea, chronic dysentery, infection of upper respiratory tract, and certain skin diseases [9]. However, no information about the chemical composition and biological activity of the eucalyptus species in Montenegro had been published prior to initiating the study of Eucaliptus camaldulensis [10]. In pursuance of new sources of essential oils, we continued investigating the eucalyptus species throughout the South Balkan region.…”

Structural determination of atricins A and B, new triterpenes from Perovskia atriplicifolia, by 1D and 2D NMR spectroscopy

“…The signals at δ 68.9, 82.0 and 78.5 could be ascribed to the oxymethine carbons. [7] The 1 H-NMR spectrum showed signals of double bond at δ 6.01 (dd, J = 10.2, 2.6 Hz) and δ 6.60 (d, J = 10.2 Hz) and three oxymethine protons at δ 3.89 (ddd, 11.2, 9.6 & 4.0 Hz), δ 3.45 dd (11.7, 4.3 Hz) and δ 3.01 (d, 9.6 Hz). Seven methyl groups were also observed as singlets of 3H each at δ 0.79, 0.80, 0.86, 0.96, 0.99 (2 × CH 3 ), and 1.14.…”