Bioactive Compounds from Medicinal Plants in Myanmar
161
119 (α-amyrin acetate) R
1 = H, R
2 = β-OAc, R
3 = R
4 = Me
120 (2α,3α,23-trihydroxyurs-12-en-28-oic acid)
R
1 = OH, R
2 = α-OH, R
3 = CH 2 OH, R
4 = COOH
R
2
R
3
R
1
R
4
121 (β-amyrin acetate) R
1 = H, R
2 = OAc, R
3 = R
5 = R
6 = Me, R
4 = H
122 (2α,3β -trihydroxyurs-12-en-28-oic acid) R
1 = R
2 = OH,
R
3 = R
4 = Me, R
5 = H, R
6 = COOH
123 (2α,3β -dihydroxyolean-12-en-28-oic acid) R
1 = R
2 = OH,
R
3 = R
5 = Me, R
4 = H, R
6 = COOH
124 (2α,3β,23-trihydroxyurs-12-en-28-oic acid) R
1 = R
2 = OH,
R
3 = CH 2 OH, R
4 = Me, R
5 = H, R
6 = COOH
125 (2α,3β,23-dihydroxyolean-12-en-28-oic acid) R
1 = R
2 = OH,
R
3 = CH 2 OH, R
4 = H, R
5 = Me, R
6 = COOH
R
2
R
3
R
6
R
5
R
1
R
4
AcO
126 (lupeol acetate)
Fig. 25 Structures of terpenoids 119–126 isolated from the roots of S. tomentosum
Fig. 26 Structures of sterol
127 and furofuranlignan 128
O
O
OH
O
OH
O
HO
128 (8-hydroxypinoresinol)
HO
127 (cycloartenol)
Notably, Khine et al. revealed differences in the profiles of the chemical components of the air-dried roots of S. juventas and S. tomentosum [141, 145, 146]: 16
cardenolides, two hemiterpenoids, two phenylpropanoids, and a phenylethanoid
have been reported from the air-dried roots of S. juventas [142] together with
two triterpenoids [144], whereas nine cardenolides, eight triterpenes, a lignan
and a pregnane glycoside (109–128) were isolated from the air-dried roots of S.
tomentosum [141]. Three major differences were found: (I) the major cardenolides
(digitoxigenin-3-O-[O-β-glucopyranosyl-(1→6)-O-β-glucopyranosyl-(1→4)-3O-acetyl-β-digitoxopyranoside], digitoxigenin-3-O-[O-β-glucopyranosyl-(1→6)O-β-glucopyranosyl-(1→4)-O-β-digitalopyranosyl-(1→4)-β-cymaropyranoside],
digitoxigenin-3-O-[O-β-glucopyranosyl-(1→6)-O-β-glucopyranosyl-(1→4)-βdigitoxopyranoside], digitoxigenin sophoroside, echujin, periplogenin glucoside,
corchorusoside C), and the minor cardenolides (acovenosigenin A digitoxoside,
acovenosigenin A, digitoxigenin gentiobioside) of S. juventas were absent in S.
161
119 (α-amyrin acetate) R
1 = H, R
2 = β-OAc, R
3 = R
4 = Me
120 (2α,3α,23-trihydroxyurs-12-en-28-oic acid)
R
1 = OH, R
2 = α-OH, R
3 = CH 2 OH, R
4 = COOH
R
2
R
3
R
1
R
4
121 (β-amyrin acetate) R
1 = H, R
2 = OAc, R
3 = R
5 = R
6 = Me, R
4 = H
122 (2α,3β -trihydroxyurs-12-en-28-oic acid) R
1 = R
2 = OH,
R
3 = R
4 = Me, R
5 = H, R
6 = COOH
123 (2α,3β -dihydroxyolean-12-en-28-oic acid) R
1 = R
2 = OH,
R
3 = R
5 = Me, R
4 = H, R
6 = COOH
124 (2α,3β,23-trihydroxyurs-12-en-28-oic acid) R
1 = R
2 = OH,
R
3 = CH 2 OH, R
4 = Me, R
5 = H, R
6 = COOH
125 (2α,3β,23-dihydroxyolean-12-en-28-oic acid) R
1 = R
2 = OH,
R
3 = CH 2 OH, R
4 = H, R
5 = Me, R
6 = COOH
R
2
R
3
R
6
R
5
R
1
R
4
AcO
126 (lupeol acetate)
Fig. 25 Structures of terpenoids 119–126 isolated from the roots of S. tomentosum
Fig. 26 Structures of sterol
127 and furofuranlignan 128
O
O
OH
O
OH
O
HO
128 (8-hydroxypinoresinol)
HO
127 (cycloartenol)
Notably, Khine et al. revealed differences in the profiles of the chemical components of the air-dried roots of S. juventas and S. tomentosum [141, 145, 146]: 16
cardenolides, two hemiterpenoids, two phenylpropanoids, and a phenylethanoid
have been reported from the air-dried roots of S. juventas [142] together with
two triterpenoids [144], whereas nine cardenolides, eight triterpenes, a lignan
and a pregnane glycoside (109–128) were isolated from the air-dried roots of S.
tomentosum [141]. Three major differences were found: (I) the major cardenolides
(digitoxigenin-3-O-[O-β-glucopyranosyl-(1→6)-O-β-glucopyranosyl-(1→4)-3O-acetyl-β-digitoxopyranoside], digitoxigenin-3-O-[O-β-glucopyranosyl-(1→6)O-β-glucopyranosyl-(1→4)-O-β-digitalopyranosyl-(1→4)-β-cymaropyranoside],
digitoxigenin-3-O-[O-β-glucopyranosyl-(1→6)-O-β-glucopyranosyl-(1→4)-βdigitoxopyranoside], digitoxigenin sophoroside, echujin, periplogenin glucoside,
corchorusoside C), and the minor cardenolides (acovenosigenin A digitoxoside,
acovenosigenin A, digitoxigenin gentiobioside) of S. juventas were absent in S.