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. 2021 Jul 17;10(7):1468. doi: 10.3390/plants10071468

Table 2.

Lathyranes and jatrophanes identified from E. characias latex (compounds 16a–f and 17a–f) [19,20], roots (compounds 17g–h) and whole plant (compounds 18a–l) [21].

Scheme Compound
lathyranes
graphic file with name plants-10-01468-i011.jpg 16a 15-O-acetyl-3-O-propionyljolkiol-5β,6β-oxide)
R1 = COCH2Me; R2 = COMe; R3 = Me; R4 = H;
16b 15-O-acetyl-3-O-iso-butyryljolkiol-5β,6β-oxide)
R1 = COCHMe2; R2 = COMe; R3 = Me; R4 = H;
16c 15-O-acetyl-3-O-tigloyljolkiol-5β,6β-oxide)
R1 = COC(Me) ECHMe; R2 = COMe; R3 = Me; R4 = H;
16d 15-O-acetyl-3-O-benzoyljolkiol-5β,6β-oxide)
R1 = COC6H5; R2 = COMe; R3 = Me; R4 = H;
16e 15-O-acetyl-3-O-nicotinoyljolkiol-5β,6β-oxide)
R1 = COC5H4N; R2 = COMe; R3 = Me; R4 = H;
16f 2α-O-acetyl-3-O-iso-butyryl-15-O-nicotinoyljolkinol-5β,6β-oxide
R1 = COCHMe2; R2 = COC5H4N; R3 = Me; R4 = OCOMe
jatrophanes
graphic file with name plants-10-01468-i012.jpg 17a 15-O-acetyl-3-O-tigloylcharaciol-5β,6β-oxide)
R1 = tigloyl (COC(Me) ECHMe); R2 = COCH3;
17b 15-O-acetyl-3-O-benzoylcharaciol-5β,6β-oxide)
R1 = benzoyl (COC6H5); R2 = COCH3
graphic file with name plants-10-01468-i013.jpg 17c 15-O-acetyl-3-O-propionylcharaciol
R1 = propionyl (COCH2Me); R2 = COCH3
graphic file with name plants-10-01468-i014.jpg 17d 15-O-acetyl-5β-hydroxyisocharaciol-3-iso-butyrate)
R1 = iso-butyryl-(COCHMe2); R2 = COCH3;
17e 15-O-acetyl-5β-hydroxyisocharaciol-3-tigliate
R1 = tigloyl (COC(Me) ECHMe); R2 = COCH3;
17f 15-O-acetyl-5β-hydroxyisocharaciol-3-benzoate
R1 = benzoyl (COC6H5); R2 = COCH3
graphic file with name plants-10-01468-i015.jpg 17g 2,5,8,15-O-triacetyl, nicotinoyl-2,5β,8-trihydroxyisocharaciol-3-benzoate
R = acetyl (x 3), benzoyl, nicotinoyl;
17h 2,5,8,15-O-triacetyl, nicotinoyl-2,5β,8-trihydroxyisocharaciol-3-tigliate
R = acetyl (x 3), tigloyl, nicotinoyl;
graphic file with name plants-10-01468-i016.jpg 18a-l euphocharacin
18a R1 = OH; R2 = Bz; R3 = Ac; R4 = Nic; R5 = Ac
18b R1 = OH; R2 = Bz; R3 = Ac; R4 = Nic; R5 = H
18c R1 = OH; R2 = Bz; R3 = Ac; R4 = Bz; R5 = H
18d R1 = OH; R2 = MeBu; R3 = Ac; R4 = Nic; R5 = Ac
18e R1 = H; R2 = Bz; R3 = Ac; R4 = Nic; R5 = H
18f R1 = H; R2 = Bz; R3 = Ac; R4 = Nic; R5 = Ac
18g R1 = H; R2 = iBu; R3 = Ac; R4 = Nic; R5 = H
18h R1 = H; R2 = iBu; R3 = Ac; R4 = Nic; R5 = Ac
18i R1 = H; R2 = Pr; R3 = Ac; R4 = Nic; R5 = Ac
18j R1 = H; R2 = Ac; R3 = Ac; R4 = Nic; R5 = Ac
18k R1 = H; R2 = iBu; R3 = H; R4 = Nic; R5 = Ac
18l R1 = OH; R2 = Bz; R3 = H; R4 = Nic; R5 = Ac
Pr = propionyl; iBu = isobutiryl; MeBu = 2-methylbutiryl; Bz = benzoyl;
Nic = nicotinoyl