2013
DOI: 10.1016/j.phytochem.2012.11.022
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Lanostane triterpenes from cultures of the Basidiomycete Ganoderma orbiforme BCC 22324

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Cited by 80 publications
(47 citation statements)
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“…In the NOESY spectrum, the correlations of H 3 -28/H-3 and H 3 -29/H-2 and the coupling constants of H 2 -2/H-1 (J = 2.5) and H 2 -2/H-3 (J = 4.0, 12.0), as well as the absence of the NOESY correlation between H-1 and H-3, verified that two hydroxy groups at C-1 and C-3 in the A ring should be α and β configured, respectively. 23 Figure S12 in the Supporting Information), 25 together with the significant differences of 13 C NMR values of the same side chain between 1 and fungus-derived 22R inotodiol ( Figure S13, Supporting Information). 26,27 Therefore, compound 1 was assigned as 19-nor-lanosta-5(10),6,8,24-tetraene-1α,3β,12β,22S-tetraol.…”
mentioning
confidence: 97%
“…In the NOESY spectrum, the correlations of H 3 -28/H-3 and H 3 -29/H-2 and the coupling constants of H 2 -2/H-1 (J = 2.5) and H 2 -2/H-3 (J = 4.0, 12.0), as well as the absence of the NOESY correlation between H-1 and H-3, verified that two hydroxy groups at C-1 and C-3 in the A ring should be α and β configured, respectively. 23 Figure S12 in the Supporting Information), 25 together with the significant differences of 13 C NMR values of the same side chain between 1 and fungus-derived 22R inotodiol ( Figure S13, Supporting Information). 26,27 Therefore, compound 1 was assigned as 19-nor-lanosta-5(10),6,8,24-tetraene-1α,3β,12β,22S-tetraol.…”
mentioning
confidence: 97%
“…Ganodermenonol (26-hydroxy-5α-lanosta-7,9(11),24-trien-3-one) G. lucidum (dried fruit bodies) [76] 165 Ganodermadiol (5α-lanosta-7,9(11),24-triene-3β, 26-diol) G. lucidum (dried fruit bodies) [76] 166 Ganodermatriol (5α-lanosta-7,9(11),24-triene-3β, 26,27-triol) G. lucidum (fruit bodies) [77] 167 Ganodermic acid S (lanosta-7,9(11),24-trien-3β, 15α-diacetoxy-26-oic acid) G. lucidum [78] 168 Carnosodione (26,27-dihydroxylanosta-7,9(11),24-trien-3,16-dione) G. carnosum (fruit bodies) [79] 169 Canoderol B ((24E)-5α-lanosta-7,9(11),24-trien-3,26-diol) G. lucidum [23] 170 Ganoderic acid Mk (3α, 22-diacetoxy-15α-hydroxy-5α-lanost-7,9(11),24E-trien-26-oic acid) G. lucidum (mycelia mat) [43] 171 Ganoderiol B (15α, 26,27-trihydroxy-5α-lanosta-7,9(11),24-trien-3-one) G. lucidum (fruit bodies) [77] 172 Ganoderic acid T ((22S, 24E)-3α, 15α, 22-triacetoxy-5α-lanosta-7,9,(11),24-trien-26-oic acid) G. lucidum (cultured mycelia) [80] 173 Ganoderic acid S ((22S, 24E)-22-acetoxy-3α-hydroxy-5α-lanosta-7,9(11),24-trien-26-oic acid) G. lucidum (cultured mycelia) [23,80] 174 Ganoderic acid R ((22S, 24E)-3α, 22-diacetoxy-5α-lanosta-7,9,(11),24-trien-26-oic acid) G. lucidum (cultured mycelia) [80] 175 Ganorbiformin G G. orbiforme [46] 176 Lanosta-7,9(11),24-trien-3β, 15α, 22β-triacetoxy-26-oic acid G. lucidum [81] 177 Lanosta-7,9(11),24-trien-15α-acetoxy-3α-hydroxy-23-oxo-26-oic acid G. lucidum [81] 178 Lanosta-7,9(11),24-trien-3α, l5α-diacetoxy-23-oxo-26-oic acid G. lucidum [81] 179 Lanosta-7,9(11),24-trien-3α, 15α-hydroxy-23-oxo-26-oic acid G. lucidum [81] 180 Lanosta-7,9(11),24-trien-3α-acetoxy-15α, 22β-dihydroxy-26-oic acid G. lucidum [81] 181 Ganodermic acid T-N (3β-hydroxy-15α-acetoxy-lanosta-7,9(11),24-trien-26-oic acid) G. lucidum (mycelia) [82] 182 Ganodermic acid T-O (3β-acetoxy-15α-hydroxy-lanosta-7,9(11),24-trien-26-oic acid) G. lucidum (mycelia) [82] 183 Ganodermic acid T-Q (3β-oxo-15α-acetoxy-lanosta-7,9(11),24-trien-26-oic acid) G. lucidum (mycelia) [82] 184 Compound 10 G. orbiforme [46] 185 Ganoderic acid P ((22S, 24E)-15α, 22-diacetoxy-3α-hydroxy-5α-lanosta-7,9(11),24-trien-26-oic acid)…”
mentioning
confidence: 99%
“…Therefore, compound 2 was identified as (22S,24E)-3α,22-diacetoxy-7-oxolanosta-8,24-dien-26-oic acid, which is the C-3 epimer of ganorbiformin B. 7 The molecular formula of compound 3 was determined by HRESIMS as C 34 H 50 O 7 , a diacetoxy Ganoderma lanostanoid. The 1 H and 13 C NMR spectra of 3 suggested the same sidechain structure as 1 and 2, with a 22S-acetoxy group and 24E-geometry of the α,β-unsaturated carboxylic acid.…”
Section: ■ Results and Discussionmentioning
confidence: 99%