Eremophilane Sesquiterpenes and Diphenyl Thioethers from the Soil Fungus Penicillium copticola PSU-RSPG138.
Four new compounds including two eremophilane sesquiterpenes, penicilleremophilanes A (1) and B (2), as well as two sulfur-containing biphenols, penicillithiophenols A (3) and B (4), were isolated from the soil fungus Penicillium copticola PSU-RSPG138 together with 16 known compounds. Their structures were elucidated by spectroscopic methods. Known sporogen AO-1 exhibited significant antimalarial activity against Plasmodium falciparum with an IC50 value of 1.53 μM and cytotoxic activity to noncancerous (Vero) cell lines with an IC50 value of 4.23 μM. Although compound 1 was approximately half as active against P. falciparum with the IC50 value of 3.45 μM, it showed much weaker cytotoxic activity.
†Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand.
Charuwan
C
Daengrot
†Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand.
Vatcharin
V
Rukachaisirikul
†Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand.
Chittreeya
C
Tansakul
‡Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok 10400, Thailand.
Tienthong
T
Thongpanchang
§Natural Products Research Center of Excellence and Department of Microbiology, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand.
Souwalak
S
Phongpaichit
§Natural Products Research Center of Excellence and Department of Microbiology, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand.
Kawitsara
K
Bowornwiriyapan
⊥National Center for Genetic Engineering and Biotechnology (BIOTEC), Thailand Science Park, Khlong Luang, Pathum Thani 12120, Thailand.
Jariya
J
Sakayaroj
D000818:Animals; D000962:Antimalarials / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000494:pharmacology; D001713:Biphenyl Compounds / Q000737:chemistry / Q000302:isolation & purification*; D002522:Chlorocebus aethiops; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D010407:Penicillium / Q000737:chemistry*; D010963:Plasmodium falciparum / Q000187:drug effects; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification*; D012988:Soil Microbiology; D013440:Sulfides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013785:Thailand; D014709:Vero Cells
D000962:Antimalarials; D000970:Antineoplastic Agents; D001713:Biphenyl Compounds; D012717:Sesquiterpenes; D013440:Sulfides; C010574:biphenyl