Genicunolide A, B and C: three new triterpenoids from Euphorbia geniculata

• Alia Farozi,
• Javid A. Banday and
• Shakeel A. Shah

Beilstein J. Org. Chem. 2015, 11, 2707–2712, doi:10.3762/bjoc.11.291

• -ene-5,8-lanostadiene-3β-ol, 3β,24S,25-trihydroxycycloartane, 3β,24(R),25-trihydroxy-cycloartane, 24-methylenecycloartan-3β-ol [16], cycloart-23-ene-3,5-diol [17], lupeol, lupeol acetate, ginnone, ambrein, lupeone [18], 24-methylenecycloartanol [19], cycloart-25-en-3β,24-diol [20] and cycloart-22-ene

Lanostane- and cycloartane-type triterpenoids from Abies balsamea oleoresin

• Serge Lavoie,
• Charles Gauthier,
• Jean Legault,
• Sylvain Mercier,
• Vakhtang Mshvildadze and
• André Pichette

Beilstein J. Org. Chem. 2013, 9, 1333–1339, doi:10.3762/bjoc.9.150

• -lanostane triterpenoids 1–3, one new cycloartane triterpenoid 4 along with fourteen known terpenoids. Structure determinations were based on extensive 1D/2D NMR, IR and MS spectroscopic analyses, and comparison with literature data. The isolated compounds were evaluated in vitro for their cytotoxicity

• against human cell lines (A549, DLD-1, WS1) and their antibacterial activity against E. coli and S. aureus. Abiesonic acid (6) exhibited weak cytotoxic activity against A549 (IC50 = 22 µM) while compounds 1 and 4 were weakly active against S. aureus (MIC = 25 µM). Keywords: Abies balsamea; cycloartane

• tetraterpenoids from the cortical oleoresin of the tree bark, featuring an unprecedented C40 scaffold [6]. Herein, we describe the further phytochemical study of A. balsamea oleoresin, which led to the isolation and structure elucidation of three 3,4-seco-lanostane-type triterpenoids 1–3, one cycloartane-type

Cimicifoetisides A and B, two cytotoxic cycloartane triterpenoid glycosides from the rhizomes of Cimicifuga foetida, inhibit proliferation of cancer cells

• Li-Rong Sun,
• Chen Qing,
• Yan-Li Zhang,
• Shu-Yu Jia,
• Zhong-Rong Li,
• Shen-Ji Pei,
• Ming-Hua Qiu,
• Michael L. Gross and
• Samuel X. Qiu

Beilstein J. Org. Chem. 2007, 3, No. 3, doi:10.1186/1860-5397-3-3

• 10.1186/1860-5397-3-3 Abstract Two new cycloartane-type triterpene glycosides, namely cimicifoetisides A (1) and B (2), along with seven known compounds cimigenol, 25-O-acetylcimigenol, cimigenol 3-O-β-D-xylopyranoside, 12β-hydroxycimigenol 3-O-β-D-xylopyranoside, cimigenol 3-O-α-L-arabinopyranoside, 25

• revealed its identity as a member of the cycloartane group of triterpene glycosides, a characteristic and distinguishable chemical marker of Cimicifuga plants. [6] In the 1H-NMR spectrum (Table 1), the characteristic cyclopropane methylene signals at δH 0.22 and 0.46 (each 1H, d, J = 3.0 Hz); eight methyl

• triterpene aglycone or the sugar moiety. But the identities of the triterpene and the monosacchride, the sugar linkage position, and the acetyl group substitution position awaited determination. Mild acidic hydrolysis of 1 afforded an aglycone which was shown to be cimigenol, a non-glycosylated cycloartane