Table 2 1 H, 13 C in Sesquiterpene lactones from the methanol extracts of twenty-eight Hieracium species from the Balkan Peninsula and their chemosystematic significance

Table 2 1 H, 13 C, DEPT, HMBC, and NOESY/ROESY data of compounds 1, 2 and 3 in D O.
Pos.1 aPos.2 b3 aδ Hδ CHMBCNOESYδ Hδ CHMBCROESYδ Hδ CHMBCROESY15.71 dd (9.8, 2.0)140.413, 14213.04 d (4.0)43.952 α / β, 5, 9 β2.97 q (8.2)43.902 α, 3, 7, 9 β, 14a/b1, 2 β, 14b25.59 dd (9.6, 2.5)125.6112α1.71 m36.981.84 td (14.2, 7.2)36.4819 αβ2.35 m6, 9 β2.31 td (13.2, 8.1)334.89 s78.051, 5, 15a, 1′1, 5, 1′34.63 t (8.2)72.252 α, 15a/b2 β, 54.62 t (6.7)80.931, 2 α / β, 15a/b, 1′5, 15b, 1′4–141.2654–152.39c2 β, 3, 5, 15b–148.813, 6, 7, 15a/b52.57 d (11.1)50.3914,15a3, 9 α53.01 d (11.6)49.261, 2 α7, 9 α, 15b2.30 t (9.3)53.201, 3, 7, 1164.52 t (11.0)77.5258, 11, 14, 15a64.37 t (9.6)80.141, 5, 72 β, 8, 9 β, 114.33 t (10.1)80.299 β15a, 5″b72.16 q (11.5)55.821, 13 β, 1472.49 d (9.5)52.659 α / β, 13 β13 α2.89 t (9.8)49.671, 5, 6, 9 β, 15a/b5, 15b84.10 dd (12.1, 4.4)66.549 β6, 1484.09 m70.936, 9 α / β6, 9 β, 11, 13 α4.01 dd (9.7, 4.0)70.359 β9α1.41 t (11.7)45.05145, 8, 9 β, 119α2.33 dd (14.6, 7.6)42.8714a/b2.21 dd (13.9, 4.9)42.80β2.01 dd (12.6, 4.5)9 α, 14β2.79 dd (13.1, 4.8)2 β, 6, 82.69 dd (14.0, 4.8)14a, 6′ β10–39.411, 2, 5, 9 β10–143.081, 2 β, 5, 9 β–143.251, 2 α, 9 α / β, 14b113.26 d (9.3)42.3413 β5, 9113.34 t (7.7)43.0313 β3.24 t (8.4)43.1813 α7, 9 β12–173.8813 α12–177.75c6, 11–177.611113α3.47 t (10.1)55.035″b13 β13α3.72 q (7.7)55.207, 113.23 dd (11.2, 2.3)55.33β3.68 t (8.9)13 αβ3.58 q (6.7)3.84 dd (8.4, 1.8)140.87 s20.8651, 6, 814a5.10 brs115.349 α4.98 s116.331, 9 α / β9 β, 3″ab5.10 brs5.06 s1, 2 α, 315a4.95 s107.853, 56, 15b15a5.30 s110.595.37 s114.6436b5.48 s15a, 1′b5.34 s5.40 s3, 5, 1′1′4.58 d (7.9)103.252′3, 15b, 3′, 5′1′4.53 d (7.9)100.993, 3′, 4′1, 15b, 3′, 5′2′3.29 t (7.9)73.572′3.34 d (9.4)75.871′, 3′, 4′, 6′ α3′3.43 d (1.8)75.982′1′, 5′3′3.8873.181′, 4′1′4′3.35 d (1.8)69.632′, 3′, 6′ β4′3.40 t (8.9)70.445′3.37 d (1.9)75.903′, 6′ β1′, 3′5′3.28 t (9.2)73.236′α3.64 dd (12.6, 2.20)60.726′α3.63 t (5.2)60.874′β3.85 dd (12.4, 1.9)β3.89 dd (13.6, 1.3)6, 9 β1″–177.321″–174.59c2″–175.212″4.05 d (9.5)70.4813 α3″b, 4″b2″4.15 m70.153.36 dd (6.9, 1.8)69.7513 β, 5″a/b3″a2.16 m29.083″b3″a2.26 q (8.0)28.502″2.20 m28.904″a/bb2.43 m2″, 3″ab2.45 d (9.9)2.47 m4″b4″a1.91 m23.554″b4″a2.01 m23.313″a3″a1.98 m23.53b2.14 m2″, 4″a, 5″bb2.22 m2.16 m3″b5″a3.82 d (6.0)56.045″a3.32 m55.0113 α3.49 dd (12.7, 6.5)55.51b3.23 d (5.8)b3.93 m3.64 dd (11.3, 6.2)
a 1 H (400 MHz), 13 C (101 MHz), at 298 K. b 1 H (500 MHz), 13 C (125 MHz), at 292–295 K. c Resolved in HMBC.