b34cfcd17168900b58d157335d4396a7 pmc_31947934.pdf 5d940a04ba4b79cf3b53fa95232df0fe0bf1983c pmc_31947934.pdf 6f7db91a51d8b44a122cae0c8c454124056ec6276c0a0713d6a11eef2711e82f pmc_31947934.pdf Title: Assessing Amphiphilic ABAB Zn(II) Phthalocyanines with Enhanced Photosensitization Abilities in In Vitro Photodynamic Therapy Studies Against Cancer Subject: We have previously demonstrated that singlet oxygen photosensitization abilities of Zn(II) phthalocyanines (Zn(II)Pcs) are enhanced through -functionalization with bulky fluorinated substituents (i.e., bis(trifluoromethyl)phenyl units) at facing positions of ABAB Zn(II)Pcs, where A and B refer to differently functionalized isoindoles. In this work, we have prepared the Zn(II)Pc ABAB 1 endowed with hydrophilic triethylene glycol monomethyl ether (i.e., at the A isoindoles) to provide solubility in aqueous media, together with its A3B and A4 counterparts, and compared their ability to behave as photosensitizers for photodynamic therapy. All photophysical data, aggregation studies and preliminary in vitro biological assays in cell cultures of SCC-13 (squamous cell carcinoma) and HeLa (cervical cancer cells), have proved ABAB 1 as the best photosensitizer of the series. Keywords: Zn(II) phthalocyanines; ABAB; amphiphilic; photodynamic therapy; HeLa; SCC-13 Author: Miguel Á. Revuelta-Maza, Marta Mascaraque, Patricia González-Jiménez, Arturo González-Camuñas, Santi Nonell, Ángeles Juarranz, Gema de la Torre and Tomás Torres Creator: LaTeX with hyperref package Producer: pdfTeX-1.40.18 CreationDate: Sat Jan 4 08:38:27 2020 CET ModDate: Sat Jan 4 08:38:27 2020 CET Custom Metadata: yes Metadata Stream: no Tagged: no UserProperties: no Suspects: no Form: none JavaScript: no Pages: 18 Encrypted: no Page size: 595.276 x 841.89 pts (A4) Page rot: 0 File size: 3131267 bytes Optimized: no PDF version: 1.5 name type encoding emb sub uni object ID ------------------------------------ ----------------- ---------------- --- --- --- --------- HFVAPO+URWPalladioL-Ital Type 1 Custom yes yes no 130 0 OJNDLE+URWPalladioL-Bold Type 1 Custom yes yes no 131 0 AXFIVA+VnURWPalladioL-Bold Type 1 Custom yes yes no 132 0 FQFIRE+URWPalladioL-Roma Type 1 Custom yes yes no 133 0 EXVEHZ+VnURWPalladioL Type 1 Custom yes yes no 134 0 OFLXAT+Rpxr Type 1 Builtin yes yes no 135 0 LIQHIY+EURM10 Type 1 Builtin yes yes no 136 0 PUSVWS+TimesNewRomanPS-BoldItalicMT Type 1C WinAnsi yes yes no 141 0 MCBCCI+SourceSansRoman-Regular Type 1C Custom yes yes no 158 0 MCBCCM+SourceSansRoman.613wght Type 1C Custom yes yes no 159 0 MCBCCO+SourceSansRoman-Bold Type 1C Custom yes yes no 160 0 TVBTNY+Rpxmi Type 1 Builtin yes yes no 200 0 ZZFUXD+PazoMath Type 1 Builtin yes yes no 201 0 KSPMRN+Pxsy Type 1 Builtin yes yes no 203 0 FEKOCH+Symbol Type 1C Custom yes yes yes 208 0 FEKNIF+PalatinoLinotype TrueType WinAnsi yes yes no 209 0 FEKNIG+PalatinoLinotype,Italic CID TrueType Identity-H yes yes yes 210 0 FEKNIH+PalatinoLinotype,Italic TrueType WinAnsi yes yes no 211 0 FEKNIJ+PalatinoLinotype,Bold TrueType WinAnsi yes yes no 212 0 FEKOAH+TimesNewRoman CID TrueType Identity-H yes yes yes 213 0 FEKOCH+Symbol Type 1C Custom yes yes yes 320 0 FEKNIE+PalatinoLinotype CID TrueType Identity-H yes yes yes 321 0 FEKNIF+PalatinoLinotype TrueType WinAnsi yes yes no 322 0 FEKNIH+PalatinoLinotype,Italic TrueType WinAnsi yes yes no 323 0 FEKNIJ+PalatinoLinotype,Bold TrueType WinAnsi yes yes no 324 0 FEKOAH+TimesNewRoman CID TrueType Identity-H yes yes yes 325 0 AIVDLI+Rpxbmi Type 1 Builtin yes yes no 357 0 NRCQYW+Rpxb Type 1 Builtin yes yes no 358 0 GWHWMD+URWPalladioL-BoldItal Type 1 Custom yes yes no 359 0 XIRVNA+EURB10 Type 1 Builtin yes yes no 360 0 PDXFNG+PazoMath-Bold Type 1 Builtin yes yes no 361 0 PVNGJA+Rpxi Type 1 Builtin yes yes no 369 0 FEKNIE+PalatinoLinotype CID TrueType Identity-H yes yes yes 375 0 FELGMF+Arial,Bold CID TrueType Identity-H yes yes yes 376 0 FEKNIF+PalatinoLinotype TrueType WinAnsi yes yes no 377 0 FEKNIH+PalatinoLinotype,Italic TrueType WinAnsi yes yes no 378 0 FEKNIJ+PalatinoLinotype,Bold TrueType WinAnsi yes yes no 379 0 FEKOAH+TimesNewRoman CID TrueType Identity-H yes yes yes 380 0 FEKNIE+PalatinoLinotype CID TrueType Identity-H yes yes yes 409 0 FELGMF+Arial,Bold CID TrueType Identity-H yes yes yes 410 0 FEKNIF+PalatinoLinotype TrueType WinAnsi yes yes no 411 0 FEKNIH+PalatinoLinotype,Italic TrueType WinAnsi yes yes no 412 0 FEKNIJ+PalatinoLinotype,Bold TrueType WinAnsi yes yes no 413 0 FEKOAH+TimesNewRoman CID TrueType Identity-H yes yes yes 414 0 FEKNIE+PalatinoLinotype CID TrueType Identity-H yes yes yes 474 0 FEKNIF+PalatinoLinotype TrueType WinAnsi yes yes no 475 0 FEKNIH+PalatinoLinotype,Italic TrueType WinAnsi yes yes no 476 0 FEKNIJ+PalatinoLinotype,Bold TrueType WinAnsi yes yes no 477 0 FEKOAH+TimesNewRoman CID TrueType Identity-H yes yes yes 478 0 FEKNIF+PalatinoLinotype TrueType WinAnsi yes yes no 510 0 FEKNIH+PalatinoLinotype,Italic TrueType WinAnsi yes yes no 511 0 FEKNIJ+PalatinoLinotype,Bold TrueType WinAnsi yes yes no 512 0 FEKOAH+TimesNewRoman CID TrueType Identity-H yes yes yes 513 0 CZKGAS+CMR10 Type 1 Builtin yes yes no 554 0 PUXROP+Pxex Type 1 Builtin yes yes no 556 0 FEKNIE+PalatinoLinotype CID TrueType Identity-H yes yes yes 589 0 FEMIOJ+Arial CID TrueType Identity-H yes yes yes 590 0 FEKNIF+PalatinoLinotype TrueType WinAnsi yes yes no 591 0 FEKNIH+PalatinoLinotype,Italic TrueType WinAnsi yes yes no 592 0 FEKNIJ+PalatinoLinotype,Bold TrueType WinAnsi yes yes no 593 0 FEKOAH+TimesNewRoman CID TrueType Identity-H yes yes yes 594 0 VSHNAE+Rpcxr Type 1 Builtin yes yes no 681 0 Jhove (Rel. 1.28.0, 2023-05-18) Date: 2024-10-02 04:16:07 CEST RepresentationInformation: pmc_31947934.pdf ReportingModule: PDF-hul, Rel. 1.12.4 (2023-03-16) LastModified: 2023-03-31 11:43:51 CEST Size: 3131267 Format: PDF Version: 1.5 Status: Well-Formed and valid SignatureMatches: PDF-hul MIMEtype: application/pdf PDFMetadata: Objects: 0 FreeObjects: 1 IncrementalUpdates: 0 DocumentCatalog: ViewerPreferences: HideToolbar: false HideMenubar: false HideWindowUI: false FitWindow: true CenterWindow: false DisplayDocTitle: false NonFullScreenPageMode: UseNone Direction: L2R ViewArea: CropBox ViewClip: CropBox PrintArea: CropBox PageClip: CropBox PageLayout: SinglePage PageMode: UseNone Outlines: Item: Title: ぉのぴひはつふっぴどはの〠 Item: Title: げづびふぬぴび〠ちのつ〠いどびっふびびどはの〠 Children: Item: Title: こべのぴとづびどび〠 Item: Title: ぐとはぴはばとべびどっちぬ〠ぃとちひちっぴづひどぺちぴどはの〠 Item: Title: ぁででひづでちぴどはの〠ぅへばづひどねづのぴび〠 Item: Title: いづぴづひねどのちぴどはの〠はて〠ぴとづ〠がはで〠ぐは〯ぷ〠 Item: Title: あどはぬはでどっちぬ〠こぴふつどづび〠 Children: Item: Title: ぃべぴはぴはへどっどぴべ〠こぴふつどづび〠 Item: Title: がはっちぬどぺちぴどはの〠こぴふつべ〠 Item: Title: きちぴづひどちぬび〠ちのつ〠きづぴとはつび〠 Children: Item: Title: ぇづのづひちぬ〠きづぴとはつび〠ちのつ〠ぃとちひちっぴづひどぺちぴどはの〠ごづっとのどぱふづび〠 Item: Title: こべのぴとづびどび〠 Item: Title: こばづっぴひはびっはばどっ〠ごづっとのどぱふづび〠 Item: Title: いづぴづひねどのちぴどはの〠はて〠ぴとづ〠がはで〠ぐは〯ぷ〠 Item: Title: あどはぬはでどっちぬ〠ぁびびちべび〠 Children: Item: Title: ぃづぬぬ〠ぃふぬぴふひづ〠 Item: Title: ぐとはぴはつべのちねどっ〠ごひづちぴねづのぴ〠 Item: Title: ぃづぬぬ〠ざどちぢどぬどぴべ〠 Item: Title: きづちびふひづねづのぴ〠はて〠ぉのぴひちっづぬぬふぬちひ〠げくこ〠 Item: Title: くばぴどっちぬ〠きどっひはびっはばべ〠ちのつ〠こぴちぴどびぴどっちぬ〠ぁのちぬべびどび〠 Item: Title: こふぢっづぬぬふぬちひ〠がはっちぬどぺちぴどはの〠 Item: Title: ぃはのっぬふびどはのび〠ちのつ〠うふぴふひづ〠ぐづひびばづっぴどぶづび〠 Item: Title: Item: Title: げづてづひづのっづび Filters: FilterPipeline: FlateDecode Fonts: Type1: Font: BaseFont: HFVAPO+URWPalladioL-Ital FontSubset: true FirstChar: 40 LastChar: 122 FontDescriptor: FontName: HFVAPO+URWPalladioL-Ital Flags: Symbolic FontBBox: -170, -305, 1010, 941 FontFile: true EncodingDictionary: Differences: true Font: BaseFont: OJNDLE+URWPalladioL-Bold FontSubset: true FirstChar: 3 LastChar: 241 FontDescriptor: FontName: OJNDLE+URWPalladioL-Bold Flags: Symbolic FontBBox: -152, -301, 1000, 935 FontFile: true EncodingDictionary: Differences: true Font: BaseFont: AXFIVA+VnURWPalladioL-Bold FontSubset: true FirstChar: 129 LastChar: 178 FontDescriptor: FontName: AXFIVA+VnURWPalladioL-Bold Flags: Symbolic FontBBox: -152, -301, 1000, 935 FontFile: true EncodingDictionary: Differences: true Font: BaseFont: FQFIRE+URWPalladioL-Roma FontSubset: true FirstChar: 2 LastChar: 252 FontDescriptor: FontName: FQFIRE+URWPalladioL-Roma Flags: Symbolic FontBBox: -166, -283, 1021, 943 FontFile: true EncodingDictionary: Differences: true Font: BaseFont: AIVDLI+Rpxbmi FontSubset: true FirstChar: 8 LastChar: 34 FontDescriptor: FontName: AIVDLI+Rpxbmi Flags: Symbolic FontBBox: -64, -302, 1004, 836 FontFile: true Font: BaseFont: EXVEHZ+VnURWPalladioL FontSubset: true FirstChar: 129 LastChar: 226 FontDescriptor: FontName: EXVEHZ+VnURWPalladioL Flags: Symbolic FontBBox: -166, -283, 1021, 943 FontFile: true EncodingDictionary: Differences: true Font: BaseFont: NRCQYW+Rpxb FontSubset: true FirstChar: 47 LastChar: 62 FontDescriptor: FontName: NRCQYW+Rpxb Flags: Symbolic FontBBox: -57, -266, 932, 729 FontFile: true Font: BaseFont: OFLXAT+Rpxr FontSubset: true FirstChar: 11 LastChar: 62 FontDescriptor: FontName: OFLXAT+Rpxr Flags: Symbolic FontBBox: -40, -283, 904, 728 FontFile: true Font: BaseFont: GWHWMD+URWPalladioL-BoldItal FontSubset: true FirstChar: 45 LastChar: 102 FontDescriptor: FontName: GWHWMD+URWPalladioL-BoldItal Flags: Symbolic FontBBox: -170, -300, 1073, 935 FontFile: true EncodingDictionary: Differences: true Font: BaseFont: LIQHIY+EURM10 FontSubset: true FirstChar: 11 LastChar: 30 FontDescriptor: FontName: LIQHIY+EURM10 Flags: Symbolic FontBBox: -32, -243, 1060, 720 FontFile: true Font: BaseFont: TVBTNY+Rpxmi FontSubset: true FirstChar: 8 LastChar: 30 FontDescriptor: FontName: TVBTNY+Rpxmi Flags: Symbolic FontBBox: -70, -289, 949, 802 FontFile: true Font: BaseFont: XIRVNA+EURB10 FontSubset: true FirstChar: 22 LastChar: 22 FontDescriptor: FontName: XIRVNA+EURB10 Flags: Symbolic FontBBox: -30, -247, 1178, 723 FontFile: true Font: BaseFont: ZZFUXD+PazoMath FontSubset: true FirstChar: 68 LastChar: 70 FontDescriptor: FontName: ZZFUXD+PazoMath Flags: Symbolic FontBBox: -40, -283, 878, 946 FontFile: true Font: BaseFont: PDXFNG+PazoMath-Bold FontSubset: true FirstChar: 68 LastChar: 68 FontDescriptor: FontName: PDXFNG+PazoMath-Bold Flags: Symbolic FontBBox: -10, -266, 829, 695 FontFile: true Font: BaseFont: VSHNAE+Rpcxr FontSubset: true FirstChar: 169 LastChar: 169 FontDescriptor: FontName: VSHNAE+Rpcxr Flags: Symbolic FontBBox: -212, -286, 1344, 973 FontFile: true Font: BaseFont: CZKGAS+CMR10 FontSubset: true FirstChar: 40 LastChar: 61 FontDescriptor: FontName: CZKGAS+CMR10 Flags: Symbolic FontBBox: -40, -250, 1009, 750 FontFile: true Font: BaseFont: KSPMRN+Pxsy FontSubset: true FirstChar: 0 LastChar: 48 FontDescriptor: FontName: KSPMRN+Pxsy Flags: Symbolic FontBBox: -21, -994, 1292, 912 FontFile: true Font: BaseFont: PUXROP+Pxex FontSubset: true FirstChar: 16 LastChar: 33 FontDescriptor: FontName: PUXROP+Pxex Flags: Symbolic FontBBox: -5, -3116, 1694, 792 FontFile: true Font: BaseFont: PVNGJA+Rpxi FontSubset: true FirstChar: 47 LastChar: 61 FontDescriptor: FontName: PVNGJA+Rpxi Flags: Symbolic FontBBox: -162, -280, 856, 733 FontFile: true Pages: Page: Sequence: 1 Annotations: Annotation: Subtype: Link Rect: 75, 757, 219, 793 Annotation: Subtype: Link Rect: 474, 757, 519, 793 Annotation: Subtype: Link Rect: 302, 640, 313, 654 Annotation: Subtype: Link Rect: 273, 626, 284, 640 Annotation: Subtype: Link Rect: 386, 626, 397, 640 Annotation: Subtype: Link Rect: 155, 615, 166, 626 Annotation: Subtype: Link Rect: 466, 476, 518, 495 Annotation: Subtype: Link Rect: 121, 219, 128, 229 ActionDest: 641 Annotation: Subtype: Link Rect: 311, 206, 318, 215 ActionDest: 641 Annotation: Subtype: Link Rect: 501, 192, 508, 202 ActionDest: 641 Annotation: Subtype: Link Rect: 508, 192, 515, 202 ActionDest: 641 Annotation: Subtype: Link Rect: 274, 98, 281, 107 ActionDest: 641 Annotation: Subtype: Link Rect: 292, 84, 299, 93 ActionDest: 641 Annotation: Subtype: Link Rect: 171, 38, 268, 50 Annotation: Subtype: Link Rect: 395, 38, 519, 50 Page: Sequence: 2 Annotations: Annotation: Subtype: Link Rect: 97, 743, 104, 752 ActionDest: 641 Annotation: Subtype: Link Rect: 106, 742, 118, 752 ActionDest: 641 Annotation: Subtype: Link Rect: 391, 702, 398, 711 ActionDest: 641 Annotation: Subtype: Link Rect: 189, 661, 201, 671 ActionDest: 641 Annotation: Subtype: Link Rect: 230, 634, 242, 644 ActionDest: 641 Annotation: Subtype: Link Rect: 385, 594, 397, 603 ActionDest: 641 Annotation: Subtype: Link Rect: 435, 567, 447, 576 ActionDest: 641 Annotation: Subtype: Link Rect: 448, 567, 460, 576 ActionDest: 641 Annotation: Subtype: Link Rect: 355, 553, 367, 562 ActionDest: 641 Annotation: Subtype: Link Rect: 368, 553, 380, 562 ActionDest: 641 Annotation: Subtype: Link Rect: 383, 553, 395, 562 ActionDest: 641 Annotation: Subtype: Link Rect: 469, 553, 480, 562 ActionDest: 641 Annotation: Subtype: Link Rect: 481, 553, 493, 562 ActionDest: 666 Annotation: Subtype: Link Rect: 471, 540, 483, 549 ActionDest: 666 Annotation: Subtype: Link Rect: 483, 540, 495, 549 ActionDest: 666 Annotation: Subtype: Link Rect: 195, 456, 202, 468 ActionDest: 197 Annotation: Subtype: Link Rect: 347, 391, 359, 400 ActionDest: 666 Page: Sequence: 3 Annotations: Annotation: Subtype: Link Rect: 291, 659, 303, 668 ActionDest: 641 Annotation: Subtype: Link Rect: 283, 592, 295, 600 ActionDest: 666 Annotation: Subtype: Link Rect: 356, 589, 363, 601 ActionDest: 197 Annotation: Subtype: Link Rect: 268, 578, 280, 587 ActionDest: 666 Annotation: Subtype: Link Rect: 115, 538, 127, 547 ActionDest: 666 Annotation: Subtype: Link Rect: 377, 524, 389, 533 ActionDest: 666 Annotation: Subtype: Link Rect: 287, 511, 299, 520 ActionDest: 666 Annotation: Subtype: Link Rect: 128, 332, 135, 346 ActionDest: 313 Annotation: Subtype: Link Rect: 182, 224, 189, 236 ActionDest: 313 Page: Sequence: 4 Annotations: Annotation: Subtype: Link Rect: 135, 332, 142, 343 ActionDest: 354 Annotation: Subtype: Link Rect: 364, 211, 371, 222 ActionDest: 354 Annotation: Subtype: Link Rect: 114, 142, 121, 154 ActionDest: 354 Page: Sequence: 5 Annotations: Annotation: Subtype: Link Rect: 193, 621, 205, 630 ActionDest: 666 Annotation: Subtype: Link Rect: 168, 551, 175, 562 ActionDest: 354 Annotation: Subtype: Link Rect: 342, 112, 349, 123 ActionDest: 366 Page: Sequence: 6 Annotations: Annotation: Subtype: Link Rect: 507, 306, 515, 318 ActionDest: 366 Page: Sequence: 7 Annotations: Annotation: Subtype: Link Rect: 327, 626, 338, 635 ActionDest: 666 Annotation: Subtype: Link Rect: 341, 626, 353, 635 ActionDest: 666 Annotation: Subtype: Link Rect: 512, 542, 519, 556 ActionDest: 454 Annotation: Subtype: Link Rect: 480, 488, 487, 500 ActionDest: 454 Annotation: Subtype: Link Rect: 345, 169, 352, 181 ActionDest: 366 Annotation: Subtype: Link Rect: 319, 101, 326, 115 ActionDest: 467 Page: Sequence: 8 Annotations: Annotation: Subtype: Link Rect: 152, 715, 164, 725 ActionDest: 666 Annotation: Subtype: Link Rect: 412, 715, 424, 725 ActionDest: 666 Annotation: Subtype: Link Rect: 397, 686, 405, 699 ActionDest: 467 Annotation: Subtype: Link Rect: 104, 659, 111, 671 ActionDest: 354 Annotation: Subtype: Link Rect: 162, 645, 168, 657 ActionDest: 467 Annotation: Subtype: Link Rect: 443, 634, 455, 644 ActionDest: 666 Page: Sequence: 9 Annotations: Annotation: Subtype: Link Rect: 176, 707, 183, 719 ActionDest: 502 Annotation: Subtype: Link Rect: 123, 639, 132, 651 ActionDest: 582 Annotation: Subtype: Link Rect: 168, 639, 183, 651 ActionDest: 582 Page: Sequence: 10 Annotations: Annotation: Subtype: Link Rect: 466, 646, 477, 655 ActionDest: 641 Annotation: Subtype: Link Rect: 247, 632, 259, 641 ActionDest: 666 Annotation: Subtype: Link Rect: 121, 619, 133, 628 ActionDest: 666 Annotation: Subtype: Link Rect: 240, 619, 252, 628 ActionDest: 666 Page: Sequence: 11 Page: Sequence: 12 Annotations: Annotation: Subtype: Link Rect: 292, 659, 304, 668 ActionDest: 666 Annotation: Subtype: Link Rect: 293, 646, 305, 655 ActionDest: 666 Annotation: Subtype: Link Rect: 440, 354, 455, 366 ActionDest: 313 Annotation: Subtype: Link Rect: 182, 236, 194, 245 ActionDest: 666 Page: Sequence: 13 Annotations: Annotation: Subtype: Link Rect: 226, 729, 238, 738 ActionDest: 666 Annotation: Subtype: Link Rect: 238, 729, 250, 738 ActionDest: 666 Annotation: Subtype: Link Rect: 272, 564, 363, 576 Annotation: Subtype: Link Rect: 299, 540, 311, 549 ActionDest: 666 Annotation: Subtype: Link Rect: 312, 540, 324, 549 ActionDest: 678 Page: Sequence: 14 Annotations: Annotation: Subtype: Link Rect: 125, 535, 137, 545 ActionDest: 678 Page: Sequence: 15 Annotations: Annotation: Subtype: Link Rect: 413, 151, 428, 163 ActionDest: 582 Page: Sequence: 16 Annotations: Annotation: Subtype: Link Rect: 302, 682, 339, 693 Annotation: Subtype: Link Rect: 397, 656, 433, 667 Annotation: Subtype: Link Rect: 381, 631, 419, 642 Annotation: Subtype: Link Rect: 425, 631, 461, 642 Annotation: Subtype: Link Rect: 336, 605, 374, 616 Annotation: Subtype: Link Rect: 232, 567, 270, 577 Annotation: Subtype: Link Rect: 480, 540, 516, 551 Annotation: Subtype: Link Rect: 100, 528, 136, 538 Annotation: Subtype: Link Rect: 150, 490, 187, 500 Annotation: Subtype: Link Rect: 354, 450, 392, 461 Annotation: Subtype: Link Rect: 285, 411, 323, 422 Annotation: Subtype: Link Rect: 292, 385, 329, 396 Annotation: Subtype: Link Rect: 336, 360, 374, 370 Annotation: Subtype: Link Rect: 380, 360, 416, 370 Annotation: Subtype: Link Rect: 100, 322, 137, 332 Annotation: Subtype: Link Rect: 143, 322, 179, 332 Annotation: Subtype: Link Rect: 254, 283, 291, 293 Annotation: Subtype: Link Rect: 292, 230, 329, 241 Annotation: Subtype: Link Rect: 136, 180, 173, 190 Annotation: Subtype: Link Rect: 240, 141, 277, 151 Page: Sequence: 17 Annotations: Annotation: Subtype: Link Rect: 410, 714, 448, 725 Annotation: Subtype: Link Rect: 376, 675, 414, 686 Annotation: Subtype: Link Rect: 100, 638, 137, 648 Annotation: Subtype: Link Rect: 207, 599, 245, 609 Annotation: Subtype: Link Rect: 251, 599, 287, 609 Annotation: Subtype: Link Rect: 180, 560, 218, 570 Annotation: Subtype: Link Rect: 422, 521, 459, 531 Annotation: Subtype: Link Rect: 466, 521, 502, 531 Annotation: Subtype: Link Rect: 375, 495, 412, 506 Annotation: Subtype: Link Rect: 100, 444, 137, 454 Annotation: Subtype: Link Rect: 143, 444, 179, 454 Annotation: Subtype: Link Rect: 212, 405, 249, 415 Annotation: Subtype: Link Rect: 145, 366, 183, 376 Annotation: Subtype: Link Rect: 234, 328, 272, 338 Annotation: Subtype: Link Rect: 172, 289, 210, 299 Annotation: Subtype: Link Rect: 459, 249, 496, 260 Annotation: Subtype: Link Rect: 132, 173, 169, 183 Annotation: Subtype: Link Rect: 175, 173, 211, 183 Annotation: Subtype: Link Rect: 237, 108, 275, 118 Page: Sequence: 18 Annotations: Annotation: Subtype: Link Rect: 163, 715, 200, 725 Annotation: Subtype: Link Rect: 290, 675, 327, 686 Annotation: Subtype: Link Rect: 333, 675, 370, 686 Annotation: Subtype: Link Rect: 76, 633, 166, 664 Annotation: Subtype: Link Rect: 234, 628, 407, 639 Checksum: 0e1ae607 Type: CRC32 Checksum: b34cfcd17168900b58d157335d4396a7 Type: MD5 Checksum: 5d940a04ba4b79cf3b53fa95232df0fe0bf1983c Type: SHA-1 Checksum: 6f7db91a51d8b44a122cae0c8c454124056ec6276c0a0713d6a11eef2711e82f Type: SHA-256