Table 3 in The grass root endophytic fungus Flavomyces fulophazii: An abundant source of tetramic acid and chlorinated azaphilone derivatives

Table 3 NMR spectroscopic data of E and Z diastereoisomers of vermelhotin (compound 5) in chloroform- d, DMSO d 6 and methanol- d 4. No. achloroform- dDMSO d 6methanol- d b 4δ H (E-)δ C (E-)δ H (Z-)δ C (Z-)δ H (E-)δ C (E-)δ H (Z-)δ C (Z-)δ Hδ C1 (N)5.62, 1H, brs–5.50, 1H, brs–7.45 brs, 1H–7.65 brs, 1H–––2–171.4–172.4–170.9–170.0–175.53–98.1–97.9–97.8–97.7–98.74192.5194.6–192.4–194.8–195.853.79, s, 2H50.43.82, s, 2H50.93.58, s, 2H49.93.63, s, 2H50.43.74, s, 2H54.86–165.4–166.7–163.9–165.3–162.378.17, d (9.2), 1H116.08.18, d (9.2), 1H116.58.03, d (9.0), 1H115.38.00, d (9.0), 1H115.18.10, br, 1H116.587.40, dd (9.2, 7.0),141.57.41, dd (9.2, 7.0),142.07.63, dd (9.0, 7.2),142.17.65, dd (9.0, 7.2),142.87.67 dd (9.4, 7.2),144.71H1H1H1H1H96.29, d (7.0), 1H107.56.28, d (7.0), 1H107.56.63, d (7.2), 1H108.16.63 d, (7.2), 1H108.06.60 d (7.2), 1H109.910–158.7–158.8–157.3–157.4–160.8116.17, dq (15.3, 1.5),122.16.16, dq (15.3, 1.5),122.16.38, dq (15.5, 1.5),122.76.38, dq (15.5, 1.5),122.86.35 dq (15.5, 1.5),123.51H1H1H1H1H127.42, dq (15.3, 7.1),138.67.39, dq (15.3, 7.1),139.37.18, dq (15.5, 7.0),136.17.17 dq (15.5, 7.0),136.57.35, br, 1H139.51H1H1H1H132.01, dd (7.1, 1.5),19.01.99, dd (7.1, 1.5),18.91.97, dd (7.0, 1.5),18.31.95, dd (7.0, 1.5),18.41.99 dd (7.2, 1.5),18.83H3H3H3H3H a Corresponding numbered molecular structure is found in Fig. 2. b Diastereoisomers E and Z vermelhotin could not be separately detected in methanol- d.表3 氘代氯仿（chloroform-d）、氘代二甲基亚砜-d6（DMSO-d6）及氘代甲醇-d4（methanol-d4）中维霉素（vermelhotin，化合物5）的E型与Z型非对映异构体的核磁共振波谱数据。 序号a 氘代氯仿 氘代二甲基亚砜-d6 氘代甲醇-d4b E型氢谱化学位移δH E型碳谱化学位移δC Z型氢谱化学位移δH Z型碳谱化学位移δC E型氢谱化学位移δH E型碳谱化学位移δC Z型氢谱化学位移δH Z型碳谱化学位移δC 氢谱化学位移δH 碳谱化学位移δC 1（N位）5.62, 1H, 宽单峰 – 5.50, 1H, 宽单峰 – 7.45, 宽单峰, 1H – 7.65, 宽单峰, 1H – – – 2 – 171.4 – 172.4 – 170.9 – 170.0 – 175.5 – – – 3 – 98.1 – 97.9 – 97.8 – 97.7 – 98.7 – – 4 192.5 194.6 – 192.4 – 194.8 – 195.8 – – – 5 3.79, 单峰, 2H 50.4 3.82, 单峰, 2H 50.9 3.58, 单峰, 2H 49.9 3.63, 单峰, 2H 50.4 3.74, 单峰, 2H 54.86 – – 6 – 165.4 – 166.7 – 163.9 – 165.3 – 162.3 – – 7 8.17, 双峰(9.2 Hz), 1H 116.0 8.18, 双峰(9.2 Hz), 1H 116.5 8.03, 双峰(9.0 Hz), 1H 115.3 8.00, 双峰(9.0 Hz), 1H 115.1 8.10, 宽峰, 1H 116.5 8 7.40, 双二重峰(9.2, 7.0 Hz), 1H 141.5 7.41, 双二重峰(9.2, 7.0 Hz), 1H 142.0 7.63, 双二重峰(9.0, 7.2 Hz), 1H 142.1 7.65, 双二重峰(9.0, 7.2 Hz), 1H 142.8 7.67, 双二重峰(9.4, 7.2 Hz), 1H 144.7 9 6.29, 双峰(7.0 Hz), 1H 107.5 6.28, 双峰(7.0 Hz), 1H 107.5 6.63, 双峰(7.2 Hz), 1H 108.1 6.63, 双峰(7.2 Hz), 1H 108.0 6.60, 双峰(7.2 Hz), 1H 109.9 10 – 158.7 – 158.8 – 157.3 – 157.4 – 160.8 – – 11 6.17, 双四重峰(15.3, 1.5 Hz), 1H 122.1 6.16, 双四重峰(15.3, 1.5 Hz), 1H 122.1 6.38, 双四重峰(15.5, 1.5 Hz), 1H 122.7 6.38, 双四重峰(15.5, 1.5 Hz), 1H 122.8 6.35, 双四重峰(15.5, 1.5 Hz), 1H 123.5 12 7.42, 双四重峰(15.3, 7.1 Hz), 1H 138.6 7.39, 双四重峰(15.3, 7.1 Hz), 1H 139.3 7.18, 双四重峰(15.5, 7.0 Hz), 1H 136.1 7.17, 双四重峰(15.5, 7.0 Hz), 1H 136.5 7.35, 宽峰, 1H 139.5 13 2.01, 双二重峰(7.1, 1.5 Hz), 3H 19.0 1.99, 双二重峰(7.1, 1.5 Hz), 3H 18.9 1.97, 双二重峰(7.0, 1.5 Hz), 3H 18.3 1.95, 双二重峰(7.0, 1.5 Hz), 3H 18.4 1.99, 双二重峰(7.2, 1.5 Hz), 3H 18.8 a 对应编号的分子结构见图2。 b 在氘代甲醇-d4中无法分别检测到E型与Z型非对映异构体的维霉素。