In Vitro Evaluation of the Photoprotective Potential of Quinolinic Alkaloids Isolated from the Antarctic Marine Fungus Penicillium echinulatum for Topical Use
Abstract
Marine-derived fungi proved to be a rich source of biologically active compounds. The genus Penicillium has been extensively studied regarding their secondary metabolites and biological applications. However, the photoprotective effects of these metabolites remain underexplored. Herein, the photoprotective potential of Penicillium echinulatum, an Antarctic alga-associated fungus, was assessed by UV absorption, photostability study, and protection from UVA-induced ROS generation assay on human immortalized keratinocytes (HaCaT) and reconstructed human skin (RHS). The photosafety was evaluated by the photoreactivity (OECD TG 495) and phototoxicity assays, performed by 3T3 neutral red uptake (3T3 NRU PT, OECD TG 432) and by the RHS model. Through a bio-guided purification approach, four known alkaloids, (-)-cyclopenin (1), dehydrocyclopeptine (2), viridicatin (3), and viridicatol (4), were isolated. Compounds 3 and 4 presented absorption in UVB and UVA-II regions and were considered photostable after UVA irradiation. Despite compounds 3 and 4 showed phototoxic potential in 3T3 NRU PT, no phototoxicity was observed in the RHS model (reduction of cell viability < 30%), which indicates their very low acute photoirritation and high photosafety potential in humans. Viridicatin was considered weakly photoreactive, while viridicatol showed no photoreactivity; both compounds inhibited UVA-induced ROS generation in HaCaT cells, although viridicatol was not able to protect the RHS model against UVA-induced ROS production. Thus, the results highlighted the photoprotective and antioxidant potential of metabolites produced by P. echinulatum which can be considered a new class of molecules for photoprotection, since their photosafety and non-cytotoxicity were predicted using recommended in vitro methods for topical use.
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Among compounds 46-49, metabolite 49 was the most successful in inhibiting ROS generation through UVA-photoinduced damage in irradiated HaCaT keratinocyte cells.
“Among all the compounds, 49 was the most successful in inhibiting the generation of ROS through UVA-photoinduced damage in irradiated HaCaT keratinocyte cells”
From UV Filters: Challenges and Prospects (2022) · cites this paper as [123]
Marine fungi Penicillium echinulatum produces photoprotective alkaloids (46-49) that are mainly absorbers of UVB and UVA radiation.
“Marine fungi Penicillium echinulatum was reported for producing photoprotective alkaloids (46–49), all the four metabolites being mainly absorbers of UVB and UVA radiation.”
From UV Filters: Challenges and Prospects (2022) · cites this paper as [123]
Metabolites from ethyl acetate extract of marine fungi Penicillium echinulatum (quinolinic alkaloids) show phototoxicity in HaCaT keratinocytes, reducing ROS by 43% at 200 μg/mL (49).
“| Metabolites from ethyl acetate extract of marine fungi Penicillium echinulatum | Quinolinic Alkaloids | Phototoxicity (HaCaT keratinocytes cells) | Reduction of ROS (43%) at 200 µg/mL (49) | [123] |”
From UV Filters: Challenges and Prospects (2022) · cites this paper as [123]
Metabolites from ethyl acetate extract of marine fungi Penicillium echinulatum include quinolinic alkaloids and are photoprotective with λmax = 287 (48), λc = 335 nm (48), λmax = 330 (49), λc = 334 nm (49).
“| Metabolites from ethyl acetate extract of marine fungi Penicillium echinulatum | Quinolinic Alkaloids | Photoprotective | λmax = 287 (48)λc = 335 nm (48)λmax = 330 (49)λc = 334 nm (49) | [123] |”
From UV Filters: Challenges and Prospects (2022) · cites this paper as [123]
Metabolites 48 and 49 were identified in major quantity in the collected extract, with critical wavelengths λc = 335 nm and 334 nm, respectively.
“Metabolites 48 and 49 were identified in major quantity in the collected extract, with critical wavelength (λc) of 335 nm and 334 nm, respectively [123].”
From UV Filters: Challenges and Prospects (2022) · cites this paper as [123]
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Advances in organic UV filters for sunscreens over the past decade
Marcon, G. Z., Theisen, M. C., Castro, A. E. M. B., Radke, G. J., & Fumagalli, F. (2026) · Photochemistry and Photobiology · doi:10.1111/php.70099 · Cited by 10 · see citing works
Bioprospecting macroalgae, marine and terrestrial invertebrates & their associated microbiota
Costa-Lotufo, L. V., Colepicolo, P., Pupo, M. T., & Palma, M. S. (2022) · Biota Neotropica · doi:10.1590/1676-0611-bn-2022-1345 · Cited by 5 · see citing works
Self-citationPhi, K.-H., Heo, E. J., Kwon, S., Youn, U. J., & Lee, S. (2026) · Marine Drugs · doi:10.3390/md24030093 · Cited by 1 · see citing works
Teixeira, T. R. (2022) · doi:10.11606/t.60.2022.tde-28082023-153746
Self-citationAdvances and prospects in the field of cosmeceuticals with marine resources
Ganguly, D., & Goswami, G. (2025) · Elsevier eBooks · doi:10.1016/b978-0-443-29843-1.00013-6
Usta, M., Biryol, S., Soydinç, A., & Işık, S. (2025) · Journal of Plant Diseases and Protection · doi:10.1007/s41348-025-01155-5
Microscopic Fungi as Sources of Natural UV-Protective Compounds
Urrea‐Victoria, V., Suarez, V. A., Castellanos, L., & Aragón‐Novoa, D. M. (2026) · Current Microbiology · doi:10.1007/s00284-026-05005-x
dos Santos, G. S., Rangel, K. C., de Souza, I., Gluzezak, A. J. P., Teixeira, M. V. S., Jordão, A. C., da Silva, I. D. J., Tonani, L., Furtado, N. A. J. C., Colepicolo, P., et al. (2026) · ACS Omega · doi:10.1021/acsomega.6c03690
Self-citationExploring nature's arsenal: Inhibition of cysteine proteases in human, parasitic, and viral systems
Almeida, G. D. O., Mazucato, V. D. S., Abubakar, M. N., & Vieira, P. C. (2026) · Studies in natural products chemistry · doi:10.1016/b978-0-443-51074-8.00002-4
- Authors
- Teixeira, T. R., Rangel, K. C., Tavares, R. S. N., Kawakami, C. M., dos Santos, G. S., Maria-Engler, S. S., Colepicolo, P., Gaspar, L. R., & Debonsi, H. M.
- Affiliations
- Universidade de São Paulo (BR)
- ORCID
- Venue
- Marine Biotechnology
- Published
- 2021-04-02
- Volume
- 23
- Issue
- 3
- Pages
- 357-372
- ISSN
- 1436-2228 (ISSN-L)
- 1436-2236
- OpenAlex
- W3151281136
- Cited by
- 23
- References
- 78
- Citations by year
- 2026: 5 · 2025: 2 · 2024: 2 · 2023: 7 · 2022: 5 · 2021: 2
- FWCI
- 3.55
- Type
- journal article
- Language
- en
- Open access
- closed
- Licence
- Locations
- Marine Biotechnology (publishedVersion)
- PubMed (publishedVersion)
- Funders
- Brazilian Antarctic Program (N°64/2013)
- National Institute of Science and Technology (#465637/2014–0)
- State of São Paulo Research Foundation (#2014/50926–0, #2017/03552-5)
- Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (PROEX - 0487)
- Topics
- Health Sciences › Medicine › Dermatology › Skin Protection and Aging
- Health Sciences › Medicine › Pharmacology › Microbial Natural Products and Biosynthesis
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Biotechnology › Microbial Metabolism and Applications
- Keywords
- Penicillium echinulatum, photoprotection, phototoxicity, photoreactivity, keratinocytes, reconstructed human skin, marine fungi, antioxidant activity
- MeSH terms
- HaCaT Cells, Alkaloids, Animals, Antioxidants, Humans, Neutral Red, Penicillium, Skin, Sunscreening Agents, Ultraviolet Rays, 3T3 Cells, Reactive Oxygen Species, Dermatitis, Phototoxic, Mice
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