TY - JOUR
T1 - Three new diterpenoids, plectalibertellenones A–C, isolated from endolichenic fungi Pseudoplectania sp. EL000327
AU - Kim, Jeong Hyeon
AU - Lee, Chaeyoung
AU - Choi, Bo Mee
AU - Hillman, Prima F.
AU - Gamage, Chathurika D.B.
AU - Silviani, Velina
AU - Hur, Jae Seoun
AU - Yang, In ho
AU - Choi, Hyukjae
AU - Kim, Hangun
AU - Nam, Sang Jip
N1 - Publisher Copyright:
© 2024 Elsevier Ltd
PY - 2024/9/19
Y1 - 2024/9/19
N2 - Three new pimarane diterpenoids, plectalibertellenones A−C (1–3), along with six known compounds, 9α-hydroxy-1,8(14),15-isopimaratrien-3,7,11-trione (4), 9α-hydroxy-1,8(14),15-isopimaratrien-3,11-dione (5), phomenone B (6), (−)-pestalotin (7), (+)-pestalotin (8), and 6-pentyl-4-methoxy-pyran-2-one (9) were isolated from the crude extract of an endolichenic fungus, Pseudoplectania sp. EL000327. The planar structures of metabolites 1–3 were elucidated using UV, mass spectrometry (MS), and nuclear magnetic resonance (NMR) spectroscopic data. The relative and absolute configurations of 1–3 were deduced from an interpretation of circular dichroism (CD) spectroscopic data, application of an advanced Mosher's method, DP4+ calculations, and combination of NMR spectroscopic methods. Compounds 1–9 did not display any significant anti-bacterial activity; however, compounds 1–4 were cytotoxic to Caco2 cells, with IC50 values 54.8, 80.7, 76.4, and 19.6 µM, respectively.
AB - Three new pimarane diterpenoids, plectalibertellenones A−C (1–3), along with six known compounds, 9α-hydroxy-1,8(14),15-isopimaratrien-3,7,11-trione (4), 9α-hydroxy-1,8(14),15-isopimaratrien-3,11-dione (5), phomenone B (6), (−)-pestalotin (7), (+)-pestalotin (8), and 6-pentyl-4-methoxy-pyran-2-one (9) were isolated from the crude extract of an endolichenic fungus, Pseudoplectania sp. EL000327. The planar structures of metabolites 1–3 were elucidated using UV, mass spectrometry (MS), and nuclear magnetic resonance (NMR) spectroscopic data. The relative and absolute configurations of 1–3 were deduced from an interpretation of circular dichroism (CD) spectroscopic data, application of an advanced Mosher's method, DP4+ calculations, and combination of NMR spectroscopic methods. Compounds 1–9 did not display any significant anti-bacterial activity; however, compounds 1–4 were cytotoxic to Caco2 cells, with IC50 values 54.8, 80.7, 76.4, and 19.6 µM, respectively.
KW - Cytotoxicity
KW - Endolichenic fungi
KW - Mosher's method
KW - Natural products
KW - Plectalibertellenone
KW - Pseudoplectania sp.
UR - http://www.scopus.com/inward/record.url?scp=85200635896&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2024.155227
DO - 10.1016/j.tetlet.2024.155227
M3 - Article
AN - SCOPUS:85200635896
SN - 0040-4039
VL - 148
JO - Tetrahedron Letters
JF - Tetrahedron Letters
M1 - 155227
ER -