Table.
No.a) | R1b) | R2 | R3 | R4 | C(1)c) | Provisional namesd) | Ref. |
---|---|---|---|---|---|---|---|
1a | OH | Me | HOCH2CH(OH) | Me | n | Hv-NCC-1 | [7][8] |
1b | OH | Me | HOCH2CH(OH) | Me | epi | So-NCC-2 | [11] [12] |
2 | H | Me | CH2 = CH | Me | epi | Cj-NCC-2/So-NCC-5 | [12][13] |
3a | OH | Me | CH2 = CH | Me | n | Sw-NCC-58 | [14] |
3b | OH | Me | CH2 = CH | Me | epi | Cj-NCC-1/So-NCC-4/Pc-NCC-2/Md-NCC-2 | [12][13][15][16] |
4a | b-GlcO | Me | CH2 = CH | Me | n | At-NCC-4 | [17] |
4b | b-GlcO | Me | CH2 = CH | Me | epi | Nr-NCC-2/Zm-NCC-2/Pc-NCC-1/Md-NCC-1/Tc-NCC-2 | [16][18][19]e) |
5 | b-GlcO | Me | HOCH2CH(OH) | Me | epi | Zm-NCC-1/Tc-NCC-1 | [19]e) |
6 | b-(6’-O-Mal) GlcO | Me | CH2 = CH | Me | epi | Nr-NCC-1 | [18] |
7 | H | H | CH2 = CH | Me | n | Bn-NCC-4/At-NCC-5 | [17] |
8 | H | H | CH2 = CH | HOCH2 | n | At-NCC-3 | [17][20] |
9a | OH | H | CH2 = CH | Me | n | Bn-NCC-3/At-NCC-2 | [17][21] |
9b | OH | H | CH2 = CH | Me | epi | So-NCC-3 | [12] |
10 | OH | H | HOCH2CH(OH) | Me | epi | So-NCC-1 | [12] |
11 | MalO | H | CH2 = CH | Me | n | Bn-NCC-1 | [21] [22] |
12 | b-GlcO | H | CH2 = CH | Me | n | Bn-NCC-2/At-NCC-1 | [17] [21] |
)Compound number.
)Abbreviations: Mal = malonyl; Glc = glucopyranosyl.
) Configuration at C(1) from correlation with NCCs derived from pFCC (n = ‘normal’) or from epi-pFCC (epi = ‘epimeric’), the absolute configuration at C(1) is still unknown.
) Hv-NCC-1 (1a; from barley, Hordeum vulgare [7] [8]), So-NCCs (1b, 2, 3b, 9b, and 10; from spinach, Spinacia oleracea [11] [12]), Cj-NCCs (2 and 3b; from Katsura tree, Cercidiphyllum japonicum [13] [15]), Sw-NCC-58 (3a; from Peace Lily, Spathiphyllum wallisii [14]), Pc-NCCs (3b and 4b; from Pyrus communis [16]), Md-NCCs (3b and 4b; from Malus domestica [16]), At-NCCs (4a, 7, 8, 9a, and 12; from Arabidopsis thaliana [17] [20]), Nr-NCCs (4b and 6; from tobacco, Nicotiana rustica [18]), Zm- NCCs (4b and 5; from maize, Zea mays [19]), and Bn-NCCs (7, 9a, 11, and 12; from oilseed rape, Brassica napus [21] [22]), and Tc-NCCs (5 and 4b; from Lime tree (Tilia cordata), this work).
) This work.