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. Author manuscript; available in PMC: 2016 Dec 24.
Published in final edited form as: J Nat Prod. 2015 Dec 7;78(12):2917–2923. doi: 10.1021/acs.jnatprod.5b00519

Table 2.

Comparison of 1H NMR and ECD data and stereoconfiguration in angular tricyclic azaphilones.

Compound H-8 H3-9 C-7 H-14 ECD (nm)
Sassafrin A15 3.92 (12.4) 1.60 R 3.67 (12.4) +367, −321, +274 graphic file with name nihms823127t1.jpg
Sassafrin B15 3.98 (12.4) 1.59 R 3.68 (12.4) +373, −322, +263
Longirostrerone C28 3.89 (12.9) 1.42 R 4.14 (12.9) +366, +332, −276

Monascuskaolin18 3.86 (12.0) 1.58 3.71 (12.0) graphic file with name nihms823127t2.jpg
Biscogniazaphilone B17 3.86 (12.0) 1.58 3.73 (12.0)
Berkchaetoazaphilone A (1) 3.83 (12.2) 1.55 R 3.73 (12.2) +373, −330, +258

Cohaerin G25 3.80 (12.5) 1.39 R 4.08 (12.5) +350, −272 graphic file with name nihms823127t3.jpg
Cohaerin H25 3.90 (13.2) 1.43 R 4.11 (12.9) +350, −273
Monochaetin16 3.76 (12.8) 1.36 R 4.07 (12.8)

Chermesinone B26 3.81 (12.9) 1.36 Sa 4.09 (12.9) graphic file with name nihms823127t4.jpg

Monapurone A27 3.31 1.28 R +369, −326, +258 graphic file with name nihms823127t5.jpg
Berkchaetoazaphilone C (5) 3.35 1.28 R +363, −322, +253
Helotialin A29 3.39 1.12 R +370, −324, −261

Cohaerin I25 3.26 1.11 R +366, +319, −245 graphic file with name nihms823127t6.jpg
Cohaerin K25 3.36 1.15 R +369, +319, −271
Longirostrerone B28 3.34 1.14 R +370, +318, −247