162
The root constituents of three L. veitchiana samples (samples 13–15) were similar to those of the benzofuran-type of L. fischeri (Table 28). Accordingly, from
these, the benzofuran derivatives 945, 952, and 954 were afforded [154]. Although
only benzofuran derivatives could be obtained from these samples, eremophilane
sesquiterpenoids were purified from various samples. The eremophilane derivatives
isolated from L. veitchiana collected in northwestern China (samples 2–5, 8, 9)
were mostly of the 1(10)-ene or 1,10-epoxy types: i.e., 472 and 474 [107]; 333, 466,
468, 473, 475, 482, and 483 [175]; 454 [74]; 476 [66]; and 333 and 466 [174, 253].
Other eremophilanes from these samples were liguhodgsonal (125) [107], 101 and
107 [62], 47 and 424 [74], and 36, 108, 119, and 121 [66]. The structure of compound 47 is interesting, since it has an ether bond between C-4 and C-7, which is the
only such example among the eremophilane sesquiterpenoids. Aromatic compounds
(928, 930, and 952) and triterpenoids (828, 831, 845, 855, and 863) also were
obtained [66, 174]. The chemical profiles of samples collected from other parts of
China were somewhat different in their makeup. From a Hubei sample (sample 6),
eremophilanes 125, 306, and 308, an oplopane (726), guaianes (773, 774, 775, and
776), an aromadendrane (786), and a eudesmane (797) were isolated [108, 166].
Three glucosides (975, 976, and 864) were reported constituents (sample 12) [254].
From a Henan sample (sample 7), eremophilanes 15, 16, and 345 were obtained
[52], while an eremophilanolide (425) was isolated from a Shaanxi sample (sample
16) [200]. Eremophilanes with an interesting 19-carbon skeleton (i.e., 596, 604,
605, 606, and 607) have been reported (sample 10) [219, 220]. These compounds
are Diels-Alder adducts of furanoeremophilanes. A number of benzofurans, namely,
907, 913, 938, 939, 940, 943, 945, 952, 953, 954, 955, 956, 957, 958, 963, and 1011,
were isolated from another Hubei sample (sample 11) [259]. Benzofurans 940, 952,
and 954 and an enyne (884) were obtained from a European sample 1 [13]. These
data suggest that the chemical composition of L. veitchiana is highly diverse.
Table 27 Samples 1–6 of L. anoleuca and their chemical constituents
No.
Specimen
number
Collection
place
Elevation
(m)
1(10)-Ene,
9-ene, and
1,10-epoxy
tricyclic
eremophilanes
1(10)-En-2one, and
1(10)-en-2-ol
tricyclic
eremophilanes
1-En-3-one
tricyclic
eremophilanes Ref.
1
2009-01 Dali (Y)
3200
249, 256, 291 −
−
[154]
2
2009-107 Xiaojin
(S)
3500
256, 291
−
−
[154]
3
2010-04 Li (S)
3200
262, 263, 265,
267
271
268
[155]
4
2010-58 Songpan
(S)
4300
298, 299, 300,
302
−
−
[155]
5
2010-80 Wen
(Gansu)
2100
264, 266, 298,
299, 302
−
−
[155]
6
2010-84 Jiuzhaigou
(S)
2300
295, 299, 300,
302
−
−
[155]
M. Tori and C. Kuroda
The root constituents of three L. veitchiana samples (samples 13–15) were similar to those of the benzofuran-type of L. fischeri (Table 28). Accordingly, from
these, the benzofuran derivatives 945, 952, and 954 were afforded [154]. Although
only benzofuran derivatives could be obtained from these samples, eremophilane
sesquiterpenoids were purified from various samples. The eremophilane derivatives
isolated from L. veitchiana collected in northwestern China (samples 2–5, 8, 9)
were mostly of the 1(10)-ene or 1,10-epoxy types: i.e., 472 and 474 [107]; 333, 466,
468, 473, 475, 482, and 483 [175]; 454 [74]; 476 [66]; and 333 and 466 [174, 253].
Other eremophilanes from these samples were liguhodgsonal (125) [107], 101 and
107 [62], 47 and 424 [74], and 36, 108, 119, and 121 [66]. The structure of compound 47 is interesting, since it has an ether bond between C-4 and C-7, which is the
only such example among the eremophilane sesquiterpenoids. Aromatic compounds
(928, 930, and 952) and triterpenoids (828, 831, 845, 855, and 863) also were
obtained [66, 174]. The chemical profiles of samples collected from other parts of
China were somewhat different in their makeup. From a Hubei sample (sample 6),
eremophilanes 125, 306, and 308, an oplopane (726), guaianes (773, 774, 775, and
776), an aromadendrane (786), and a eudesmane (797) were isolated [108, 166].
Three glucosides (975, 976, and 864) were reported constituents (sample 12) [254].
From a Henan sample (sample 7), eremophilanes 15, 16, and 345 were obtained
[52], while an eremophilanolide (425) was isolated from a Shaanxi sample (sample
16) [200]. Eremophilanes with an interesting 19-carbon skeleton (i.e., 596, 604,
605, 606, and 607) have been reported (sample 10) [219, 220]. These compounds
are Diels-Alder adducts of furanoeremophilanes. A number of benzofurans, namely,
907, 913, 938, 939, 940, 943, 945, 952, 953, 954, 955, 956, 957, 958, 963, and 1011,
were isolated from another Hubei sample (sample 11) [259]. Benzofurans 940, 952,
and 954 and an enyne (884) were obtained from a European sample 1 [13]. These
data suggest that the chemical composition of L. veitchiana is highly diverse.
Table 27 Samples 1–6 of L. anoleuca and their chemical constituents
No.
Specimen
number
Collection
place
Elevation
(m)
1(10)-Ene,
9-ene, and
1,10-epoxy
tricyclic
eremophilanes
1(10)-En-2one, and
1(10)-en-2-ol
tricyclic
eremophilanes
1-En-3-one
tricyclic
eremophilanes Ref.
1
2009-01 Dali (Y)
3200
249, 256, 291 −
−
[154]
2
2009-107 Xiaojin
(S)
3500
256, 291
−
−
[154]
3
2010-04 Li (S)
3200
262, 263, 265,
267
271
268
[155]
4
2010-58 Songpan
(S)
4300
298, 299, 300,
302
−
−
[155]
5
2010-80 Wen
(Gansu)
2100
264, 266, 298,
299, 302
−
−
[155]
6
2010-84 Jiuzhaigou
(S)
2300
295, 299, 300,
302
−
−
[155]
M. Tori and C. Kuroda