Indole diketopiperazine alkaloids and aromatic polyketides from the Antarctic fungus Penicillium sp. SCSIO 05705
A new indole diketopiperazine alkaloid, named penilline D ( 1 ), together with five known indole alkaloid analogues ( 2 – 5 , 11 ), two meroterpenoids ( 6 and 12 ), and four butenolide derivatives ( 7 – 10 ), were isolated from the Antarctic fungus Penicillium sp. SCSIO 05705. Extensive spectroscopi...
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ftsmithonian:oai:figshare.com:article/16595036 2023-05-15T13:54:13+02:00 Indole diketopiperazine alkaloids and aromatic polyketides from the Antarctic fungus Penicillium sp. SCSIO 05705 Yi-Wei Hu (9916379) Wei-Hao Chen (16725) Meng-Meng Song (5121302) Xiao-Yan Pang (11413109) Xin-Peng Tian (442936) Fa-Zuo Wang (6298028) Yong-Hong Liu (4745961) Jun-Feng Wang (552750) 2021-09-09T13:06:05Z https://doi.org/10.6084/m9.figshare.16595036.v1 unknown https://figshare.com/articles/journal_contribution/Indole_diketopiperazine_alkaloids_and_aromatic_polyketides_from_the_Antarctic_fungus_i_Penicillium_i_sp_SCSIO_05705/16595036 doi:10.6084/m9.figshare.16595036.v1 CC BY 4.0 CC-BY Biochemistry Microbiology Genetics Pharmacology Biotechnology Cancer Biological Sciences not elsewhere classified Chemical Sciences not elsewhere classified Antarctic Penicillium indole diketopiperazine aromatic polyketide AChE inhibitory activity Text Journal contribution 2021 ftsmithonian https://doi.org/10.6084/m9.figshare.16595036.v1 2021-12-20T02:34:21Z A new indole diketopiperazine alkaloid, named penilline D ( 1 ), together with five known indole alkaloid analogues ( 2 – 5 , 11 ), two meroterpenoids ( 6 and 12 ), and four butenolide derivatives ( 7 – 10 ), were isolated from the Antarctic fungus Penicillium sp. SCSIO 05705. Extensive spectroscopic analysis and electronic circular dichroism (ECD) calculation were used to elucidate the structure of penilline D ( 1 ), including its absolute configuration. All isolated compounds ( 1 – 12 ) were evaluated for their cytotoxic, antibacterial and enzyme inhibitory activities against acetylcholinesterase (AChE) and pancreatic lipase (PL). Among them, compound 5 exhibited moderate in vitro cytotoxic activity against the 143B cell line with IC 50 value of 12.64 ± 0.78 μM. Compound 6 showed strong inhibitory activity against AChE with IC 50 value of 0.36 nM (IC 50 18.7 nM for Tacrine), while compounds 6 and 11 showed weak PL enzyme inhibitory activity. Furthermore, an in silico molecular docking study was also performed between 6 and AChE. Other Non-Article Part of Journal/Newspaper Antarc* Antarctic Unknown Antarctic The Antarctic |
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Open Polar |
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op_collection_id |
ftsmithonian |
language |
unknown |
topic |
Biochemistry Microbiology Genetics Pharmacology Biotechnology Cancer Biological Sciences not elsewhere classified Chemical Sciences not elsewhere classified Antarctic Penicillium indole diketopiperazine aromatic polyketide AChE inhibitory activity |
spellingShingle |
Biochemistry Microbiology Genetics Pharmacology Biotechnology Cancer Biological Sciences not elsewhere classified Chemical Sciences not elsewhere classified Antarctic Penicillium indole diketopiperazine aromatic polyketide AChE inhibitory activity Yi-Wei Hu (9916379) Wei-Hao Chen (16725) Meng-Meng Song (5121302) Xiao-Yan Pang (11413109) Xin-Peng Tian (442936) Fa-Zuo Wang (6298028) Yong-Hong Liu (4745961) Jun-Feng Wang (552750) Indole diketopiperazine alkaloids and aromatic polyketides from the Antarctic fungus Penicillium sp. SCSIO 05705 |
topic_facet |
Biochemistry Microbiology Genetics Pharmacology Biotechnology Cancer Biological Sciences not elsewhere classified Chemical Sciences not elsewhere classified Antarctic Penicillium indole diketopiperazine aromatic polyketide AChE inhibitory activity |
description |
A new indole diketopiperazine alkaloid, named penilline D ( 1 ), together with five known indole alkaloid analogues ( 2 – 5 , 11 ), two meroterpenoids ( 6 and 12 ), and four butenolide derivatives ( 7 – 10 ), were isolated from the Antarctic fungus Penicillium sp. SCSIO 05705. Extensive spectroscopic analysis and electronic circular dichroism (ECD) calculation were used to elucidate the structure of penilline D ( 1 ), including its absolute configuration. All isolated compounds ( 1 – 12 ) were evaluated for their cytotoxic, antibacterial and enzyme inhibitory activities against acetylcholinesterase (AChE) and pancreatic lipase (PL). Among them, compound 5 exhibited moderate in vitro cytotoxic activity against the 143B cell line with IC 50 value of 12.64 ± 0.78 μM. Compound 6 showed strong inhibitory activity against AChE with IC 50 value of 0.36 nM (IC 50 18.7 nM for Tacrine), while compounds 6 and 11 showed weak PL enzyme inhibitory activity. Furthermore, an in silico molecular docking study was also performed between 6 and AChE. |
format |
Other Non-Article Part of Journal/Newspaper |
author |
Yi-Wei Hu (9916379) Wei-Hao Chen (16725) Meng-Meng Song (5121302) Xiao-Yan Pang (11413109) Xin-Peng Tian (442936) Fa-Zuo Wang (6298028) Yong-Hong Liu (4745961) Jun-Feng Wang (552750) |
author_facet |
Yi-Wei Hu (9916379) Wei-Hao Chen (16725) Meng-Meng Song (5121302) Xiao-Yan Pang (11413109) Xin-Peng Tian (442936) Fa-Zuo Wang (6298028) Yong-Hong Liu (4745961) Jun-Feng Wang (552750) |
author_sort |
Yi-Wei Hu (9916379) |
title |
Indole diketopiperazine alkaloids and aromatic polyketides from the Antarctic fungus Penicillium sp. SCSIO 05705 |
title_short |
Indole diketopiperazine alkaloids and aromatic polyketides from the Antarctic fungus Penicillium sp. SCSIO 05705 |
title_full |
Indole diketopiperazine alkaloids and aromatic polyketides from the Antarctic fungus Penicillium sp. SCSIO 05705 |
title_fullStr |
Indole diketopiperazine alkaloids and aromatic polyketides from the Antarctic fungus Penicillium sp. SCSIO 05705 |
title_full_unstemmed |
Indole diketopiperazine alkaloids and aromatic polyketides from the Antarctic fungus Penicillium sp. SCSIO 05705 |
title_sort |
indole diketopiperazine alkaloids and aromatic polyketides from the antarctic fungus penicillium sp. scsio 05705 |
publishDate |
2021 |
url |
https://doi.org/10.6084/m9.figshare.16595036.v1 |
geographic |
Antarctic The Antarctic |
geographic_facet |
Antarctic The Antarctic |
genre |
Antarc* Antarctic |
genre_facet |
Antarc* Antarctic |
op_relation |
https://figshare.com/articles/journal_contribution/Indole_diketopiperazine_alkaloids_and_aromatic_polyketides_from_the_Antarctic_fungus_i_Penicillium_i_sp_SCSIO_05705/16595036 doi:10.6084/m9.figshare.16595036.v1 |
op_rights |
CC BY 4.0 |
op_rightsnorm |
CC-BY |
op_doi |
https://doi.org/10.6084/m9.figshare.16595036.v1 |
_version_ |
1766259896504811520 |